2-Pyridinemethanol (Piconol) [C6H7NO] by Asch

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1 substances in Reaxys

2018-04-04 15h:00m:24s (UTC)

N OH

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Search as: As drawn AND (IDE.XRN=107849)

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Reaxys ID 107849 View in Reaxys

1/1 CAS Registry Number: 586-98-1 Chemical Name: 2-Hydroxymethylpyridine; 2-pyridinylmethanol; 2pyridylmethanol; hmpH; 2-(hydroxymethyl)pyridine; 2-Pyridinemethanol Linear Structure Formula: (CH2OH)C5H4N Molecular Formula: C6H7NO Molecular Weight: 109.128 Type of Substance: heterocyclic InChI Key: SHNUBALDGXWUJI-UHFFFAOYSA-N Note:

N OH

Substance Label (109) Label References 2

Dey, Subrata Kumar; Choudhury, Chirantan Roy; Dey, Sankar Prasad; Dey, Dilip Kumar; Mondal, Nijhuma; Mahalli, S. Ozra Ghodsi; Malik, K.M. Abdul; Mitra, Samiran; Journal of Chemical Research - Part S; nb. 10; (2002); p. 496 - 499, View in Reaxys; Raju, C. M. Haricharan; Lakshmi, P. Naga; Srinivas; Reddy; Acharyulu, Palle V. R.; Synthetic Communications; vol. 35; nb. 2; (2005); p. 209 - 212, View in Reaxys; Inoue, Satoshi; Yokota, Kazuhiko; Tatamidani, Hiroto; Fukumoto, Yoshiya; Chatani, Naoto; Organic Letters; vol. 8; nb. 12; (2006); p. 2519 - 2522, View in Reaxys; Wang, Gao; Yu, Qing-Ying; Chen, Shan-Yong; Yu, Xiao-Qi; Organic and Biomolecular Chemistry; vol. 12; nb. 3; (2014); p. 414 - 417, View in Reaxys; Wang, Jian; Zhang, Xiao-Zhuan; Chen, Shan-Yong; Yu, Xiao-Qi; Tetrahedron; vol. 70; nb. 2; (2014); p. 245 - 250, View in Reaxys; Hakim Siddiki; Kon, Kenichi; Touchy, Abeda Sultana; Shimizu, Ken-Ichi; Catalysis Science and Technology; vol. 4; nb. 6; (2014); p. 1716 - 1719, View in Reaxys; Wu, Kaikai; He, Wei; Sun, Chenglin; Yu, Zhengkun; Tetrahedron Letters; vol. 57; nb. 36; (2016); p. 4017 - 4020, View in Reaxys; Ren, Cheng; Shi, Zhenyu; Ding, Weijie; Liu, Zhiqing; Jin, Huile; Yu, Xiaochun; Wang, Shun; Tetrahedron Letters; vol. 59; nb. 1; (2018); p. 14 - 17, View in Reaxys

Yokota, Kazuhiko; Tatamidani, Hiroto; Fukumoto, Yoshiya; Chatani, Naoto; Organic Letters; vol. 5; nb. 23; (2003); p. 4329 - 4331, View in Reaxys; Liu, Xiang; Ding, Ran-Sheng; He, Lin; Liu, Yong-Mei; Cao, Yong; He, He-Yong; Fan, Kang-Nian; ChemSusChem; vol. 6; nb. 4; (2013); p. 604 - 608, View in Reaxys; Achar, Tapas Kumar; Maiti, Saikat; Mal, Prasenjit; RSC Advances; vol. 4; nb. 25; (2014); p. 12834 - 12839, View in Reaxys; Guo, Songjin; Yu, Jin-Tao; Dai, Qiang; Yang, Haitao; Cheng, Jiang; Chemical Communications; vol. 50; nb. 47; (2014); p. 6240 - 6242, View in Reaxys; Patil, Vikas S.; Reddy, M. Rajendar; Pal, Shyam Sundar; Sharma, Somesh; Reddy, L. Krishnakanth; Synthetic Communications; vol. 44; nb. 14; (2014); p. 2121 - 2127, View in Reaxys; Fernandes, Rodney A.; Bethi, Venkati; RSC Advances; vol. 4; nb. 76; (2014); p. 40561 - 40568, View in Reaxys; You, Qing; Wang, Fei; Wu, Chaoting; Shi, Tianchao; Min, Dewen; Chen, Huajun; Zhang, Wu; Organic and Biomolecular Chemistry; vol. 13; nb. 24; (2015); p. 6723 - 6727, View in Reaxys; Shi, Gang; He, Fei; Che, Youxin; Ni, Caihua; Li, Ying; Russian Journal of General Chemistry; vol. 86; nb. 2; (2016); p. 380 - 386; Zh. Obshch. Khim.; vol. 86; nb. 2; (2016); p. 380 - 386,7, View in Reaxys; Meng, Xu; Bi, Xiuru; Wang, Yanmin; Chen, Gexin; Chen, Baohua; Jing, Zhenqiang; Zhao, Peiqing; Catalysis Communications; vol. 89; (2017); p. 34 - 39, View in Reaxys; Fu, Renzhong; Yang, Yang; Feng, Wei; Ge, Qiuxia; Feng, Yan; Zeng, Xiaojun; Chai, Wen; Yi, Jun; Yuan, Rongxin; Tetrahedron; vol. 72; nb. 50; (2016); p. 8319 - 8326, View in Reaxys; Chen, Jianhui; Li, Yang; Li, Shuangyan; Liu, Jianping; Zheng, Fei; Zhang, Zhengping; Xu, Qing; Green Chemistry; vol. 19; nb. 3; (2017); p. 623 - 628, View in Reaxys; Li, Ruilian; Zhao, Jian; Yang, Fengxia; Zhang, Yingchao; Ramella, Daniele; Peng, Yu; Luan, Yi; RSC Advances; vol. 7; nb. 81; (2017); p. 51142 51150, View in Reaxys; Li, Qiang-Qiang; Shah, Zaher; Qu, Jian-Ping; Kang, Yan-Biao; Journal of Organic Chemistry; vol. 83; nb. 1; (2018); p. 296 - 302, View in Reaxys

Akama, Tsutomu; Zhang, Yong-Kang; Freund, Yvonne R.; Berry, Pamela; Lee, Joanne; Easom, Eric E.; Jacobs, Robert T.; Plattner, Jacob J.; Witty, Michael J.; Peter, Rosemary; Rowan, Tim G.; Gillingwater, Kirsten; Brun, Reto; Nare, Bakela; Mercer, Luke; Xu, Musheng; Wang, Jiangong; Liang, Hao; Bioorganic and Medicinal Chemistry Letters; vol. 28; nb. 1; (2018); p. 6 - 10, View in Reaxys

prod-A9

Brünig, Julian; Csendes, Zita; Weber, Stefan; Gorgas, Nikolaus; Bittner, Roland W.; Limbeck, Andreas; Bica, Katharina; Hoffmann, Helmuth; Kirchner, Karl; ACS Catalysis; vol. 8; nb. 2; (2018); p. 1048 - 1051, View in Reaxys

16a

Prasanth; Joseph, Ebbin; Abhijith; Nair; Ibnusaud, Ibrahim; Raskatov, Jevgenij; Singaram, Bakthan; Journal of Organic Chemistry; vol. 83; nb. 3; (2018); p. 1431 - 1440, View in Reaxys

Zaragoza; Tetrahedron; vol. 57; nb. 25; (2001); p. 5451 - 5454, View in Reaxys; Lomas, John S.; Adenier, Alain; Cordier, Christine; Journal of Physical Organic Chemistry; vol. 19; nb. 5; (2006); p. 295 - 307, View in Reaxys; Ranjbar; Firuzi; Edraki; Shahraki; Saso; Khoshneviszadeh; Miri; MedChemComm; vol. 8; nb. 10; (2017); p. 1919 1933, View in Reaxys

Foot, Jonathan S.; Kanno, Hisashi; Giblin, Gerard M. P.; Taylor, Richard J. K.; Synthesis; nb. 7; (2003); p. 1055 1064, View in Reaxys; Huang, Guoli; Feng, Li; Liu, Bo; He, Yi; Li, Yiming; Chen, Yegao; Natural Product Research; vol. 29; nb. 17; (2015); p. 1650 - 1656, View in Reaxys; Leow, Wan Ru; Ng, Wilson Kwok Hung; Peng, Tai; Liu, Xinfeng; Li, Bin; Shi, Wenxiong; Lum, Yanwei; Wang, Xiaotian; Lang, Xianjun; Li, Shuzhou; Mathews, Nripan; Ager, Joel W.; Sum, Tze Chien; Hirao, Hajime; Chen, Xiaodong; Journal of the American Chemical Society; vol. 139; nb. 1; (2017); p. 269 - 276, View in Reaxys

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hmpH

Taylor, Stephanie M.; McIntosh, Ruaraidh D.; Piligkos, Stergios; Dalgarno, Scott J.; Brechin, Euan K.; Chemical Communications; vol. 48; nb. 91; (2012); p. 11190 - 11192, View in Reaxys; Pham, Linh; Abboud, Khalil A.; Wernsdorfer, Wolfgang; Christou, George; Polyhedron; vol. 66; (2013); p. 205 - 211, View in Reaxys; Sun, Lei; Chen, Hui; Ma, Chengbing; Chen, Changneng; Dalton Transactions; vol. 44; nb. 48; (2015); p. 20964 - 20971, View in Reaxys; Alexandropoulos, Dimitris I.; Moushi, Eleni E.; Papatriantafyllopoulou, Constantina; Beavers, Christine M.; Teat, Simon J.; Tasiopoulos, Anastasios J.; Christou, George; Stamatatos, Theocharis C.; Polyhedron; vol. 108; (2016); p. 131 - 142, View in Reaxys; Sayin, Elvan; Kürkçüoǧlu, Güneş Süheyla; Yeşilel, Okan Zafer; Taş, Murat; Öztürk, Mustafa; Yerli, Yusuf; Polyhedron; vol. 115; (2016); p. 67 - 75, View in Reaxys; Fraser, Hector W. L.; Nichol, Gary S.; Velmurugan, Gunasekaran; Rajaraman, Gopalan; Brechin, Euan K.; Dalton Transactions; vol. 46; nb. 22; (2017); p. 7159 - 7168, View in Reaxys; Sun, Lei; Chen, Hui; Chen, Changneng; Applied Organometallic Chemistry; vol. 31; nb. 12; (2017); Art.No: E3846, View in Reaxys

hmp-H

Yu, Wan-Rong; Lee, Gene-Hsian; Yang, En-Che; Dalton Transactions; vol. 42; nb. 11; (2013); p. 3941 - 3949, View in Reaxys; Sharma, Vinay; Mohammad, Akbar; Mishra, Veenu; Chaudhary, Archana; Kapoor, Kshipra; Mobin, Shaikh M.; New Journal of Chemistry; vol. 40; nb. 3; (2016); p. 2145 - 2155, View in Reaxys; Arauzo, Ana; Bartolomé, Elena; Benniston, Andrew C.; Melnic, Silvia; Shova, Sergiu; Luzón, Javier; Alonso, Pablo J.; Barra, Anne-Laure; Bartolomé, Juan; Dalton Transactions; vol. 46; nb. 3; (2017); p. 720 - 732, View in Reaxys

Kisseljova, Ksenija; Smyslov, Petra; Krchk, Viktor; ACS Combinatorial Science; vol. 16; nb. 10; (2014); p. 573 577, View in Reaxys; Midya, Siba P.; Landge, Vinod G.; Sahoo, Manoj K.; Rana, Jagannath; Balaraman, Ekambaram; Chemical Communications; vol. 54; nb. 1; (2017); p. 90 - 93, View in Reaxys

Zeng, Ruijie; Sheng, Hongting; Zhang, Yongcang; Feng, Yan; Chen, Zhi; Wang, Junfeng; Chen, Man; Zhu, Manzhou; Guo, Qingxiang; Journal of Organic Chemistry; vol. 79; nb. 19; (2014); p. 9246 - 9252, View in Reaxys; Putra, Anggi Eka; Oe, Yohei; Ohta, Tetsuo; European Journal of Organic Chemistry; vol. 2015; nb. 35; (2015); p. 7799 7805, View in Reaxys; Corre, Yann; Rysak, Vincent; Trivelli, Xavier; Agbossou-Niedercorn, Francine; Michon, Christophe; European Journal of Organic Chemistry; vol. 2017; nb. 32; (2017); p. 4820 - 4826, View in Reaxys

Wekesa, Francis S.; Arias-Ugarte, Renzo; Kong, Lydia; Sumner, Zachary; McGovern, Gregory P.; Findlater, Michael; Organometallics; vol. 34; nb. 20; (2015); p. 5051 - 5056, View in Reaxys; Osako, Takao; Torii, Kaoru; Hirata, Shuichi; Uozumi, Yasuhiro; ACS Catalysis; vol. 7; nb. 10; (2017); p. 7371 - 7377, View in Reaxys

Wang, Qingfu; Wu, Kaikai; Yu, Zhengkun; Organometallics; vol. 35; nb. 9; (2016); p. 1251 - 1256, View in Reaxys; Ray, Ritwika; Chandra, Shubhadeep; Maiti, Debabrata; Lahiri, Goutam Kumar; Chemistry - A European Journal; vol. 22; nb. 26; (2016); p. 8814 - 8822, View in Reaxys; Vadakkekara, Raji; Biswas, Abul Kalam; Sahoo, Tapan; Pal, Provas; Ganguly, Bishwajit; Ghosh, Subhash Chandra; Panda, Asit Baran; Chemistry - An Asian Journal; vol. 11; nb. 21; (2016); p. 3084 - 3089, View in Reaxys; Attia, Yasser A.; Vázquez, Carlos Vázquez; Mohamed, Yasser M. A.; Research on Chemical Intermediates; vol. 43; nb. 1; (2017); p. 203 - 218, View in Reaxys

1ao

Zhao, Lei-Min; Meng, Qing-Yuan; Fan, Xiang-Bing; Ye, Chen; Li, Xu-Bing; Chen, Bin; Ramamurthy, Vaidhyanathan; Tung, Chen-Ho; Wu, Li-Zhu; Angewandte Chemie - International Edition; vol. 56; nb. 11; (2017); p. 3020 3024; Angew. Chem.; vol. 129; nb. 11; (2017); p. 3066 - 3070,5, View in Reaxys

Patent; THE DOSHISHA; KODERA, MASAHITO; ZAOPUTRA, ANTONIUS ANDRE; TSUJI, TOMOKAZU; (15 pag.); JP2017/57177; (2017); (A) Japanese, View in Reaxys

Lv, Wan; Xiong, Biao; Jiang, Huanfeng; Zhang, Min; Advanced Synthesis and Catalysis; vol. 359; nb. 7; (2017); p. 1202 - 1207, View in Reaxys

Ramachandran, Rangasamy; Prakash, Govindan; Vijayan, Paranthaman; Viswanathamurthi, Periasamy; Grzegorz Malecki, Jan; Inorganica Chimica Acta; vol. 464; (2017); p. 88 - 93, View in Reaxys

Parua, Seuli; Das, Siuli; Sikari, Rina; Sinha, Suman; Paul, Nanda D.; Journal of Organic Chemistry; vol. 82; nb. 14; (2017); p. 7165 - 7175, View in Reaxys

202-5

Patent; Dongguan Zhen Xing Beite Pharmaceutical Co., Ltd.; Cai Xiong; Zhong Xianbin; Ye Chunqiang; He Qijie; Tan Shifeng; Qian Changgeng; (44 pag.); CN106588937; (2017); (A) Chinese, View in Reaxys

Wang, Hefang; Wang, Cunyue; Yang, Yongfang; Zhao, Meng; Wang, Yanji; Catalysis Science and Technology; vol. 7; nb. 2; (2017); p. 405 - 417, View in Reaxys

Ahmed, Maaz S.; Mannel, David S.; Root, Thatcher W.; Stahl, Shannon S.; Organic Process Research and Development; vol. 21; nb. 9; (2017); p. 1388 - 1393, View in Reaxys

Lagerblom, Kalle; Lagerspets, Emi; Keskiväli, Juha; Cook, Chris; Ekholm, Filip; Parviainen, Arno; Repo, Timo; ChemCatChem; vol. 9; nb. 20; (2017); p. 3880 - 3887, View in Reaxys

Sinha, Suman; Das, Siuli; Sikari, Rina; Parua, Seuli; Brandaõ, Paula; Demeshko, Serhiy; Meyer, Franc; Paul, Nanda D.; Inorganic Chemistry; vol. 56; nb. 22; (2017); p. 14084 - 14100, View in Reaxys

Shu, Xin; Yu, Ying; Jiang, Yi; Luan, Yi; Ramella, Daniele; Applied Organometallic Chemistry; vol. 31; nb. 12; (2017); Art.No: E3862, View in Reaxys

H-HMP

Melnic; Shova; Benniston; Waddell; CrystEngComm; vol. 19; nb. 26; (2017); p. 3674 - 3681, View in Reaxys

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Gaertner, Peter; Letschnig, Martin F.; Knollmueller, Max; Voellenkle, Horst; Tetrahedron Asymmetry; vol. 10; nb. 24; (1999); p. 4811 - 4830, View in Reaxys; Patent; UNIVERSITY OF NORTHUMBRIA; TETARD, David; LEWIS, Francis William; (92 pag.); WO2016/79502; (2016); (A1) English, View in Reaxys

Takenaka, Yosuke; Ito, Hisanaka; Hasegawa, Mineki; Iguchi, Kazuo; Tetrahedron; vol. 62; nb. 14; (2006); p. 3380 3388, View in Reaxys; Smyslov, Petra; Kisseljova, Ksenija; Krchk, Viktor; ACS Combinatorial Science; vol. 16; nb. 9; (2014); p. 500 - 505, View in Reaxys; Molla, Rostam Ali; Iqubal, Md. Asif; Ghosh, Kajari; Islam, Sk Manirul; Green Chemistry; vol. 18; nb. 17; (2016); p. 4649 - 4656, View in Reaxys

Tsunoyama, Hironori; Tsukuda, Tatsuya; Sakurai, Hidehiro; Chemistry Letters; vol. 36; nb. 2; (2007); p. 212 - 213, View in Reaxys; Soule, Jean-Francois; Miyamura, Hiroyuki; Kobayashi, Shu; Chemical Communications; vol. 49; nb. 4; (2013); p. 355 - 357, View in Reaxys; Zhan, Le-Wu; Han, Lei; Xing, Ping; Jiang, Biao; Organic Letters; vol. 17; nb. 24; (2015); p. 5990 - 5993, View in Reaxys; Zhou, Zhi-Hua; Song, Qing-Wen; Xie, Jia-Ning; Ma, Ran; He, Liang-Nian; Chemistry - An Asian Journal; vol. 11; nb. 14; (2016); p. 2065 - 2071, View in Reaxys; Kawasaki, Shuma; Kamata, Keigo; Hara, Michikazu; ChemCatChem; vol. 8; nb. 20; (2016); p. 3247 - 3253, View in Reaxys

Li, Huamin; Xie, Jin; Xue, Qicai; Cheng, Yixiang; Zhu, Chengjian; Tetrahedron Letters; vol. 53; nb. 48; (2012); p. 6479 - 6482,4, View in Reaxys; Han, Lei; Xing, Ping; Jiang, Biao; Organic Letters; vol. 16; nb. 13; (2014); p. 3428 3431, View in Reaxys; Vinay Kumar, Koravangala S.; Swaroop, Toreshettahally R.; Rajeev, Narasimhamurthy; Vinayaka, Ajjampura C.; Lingaraju, Gejjalagere S.; Rangappa, Kanchugarakoppal S.; Sadashiva, Maralinganadoddi P.; Synlett; vol. 27; nb. 9; (2016); p. 1363 - 1366; Art.No: ST-2015-B0794-L, View in Reaxys; Li, Xiaotong; Hu, Renhe; Tong, Yao; Pan, Qiang; Miao, Dazhuang; Han, Shiqing; Tetrahedron Letters; vol. 57; nb. 41; (2016); p. 4645 - 4649, View in Reaxys

Xu, Qing; Li, Qiang; Zhu, Xiaogang; Chen, Jianhui; Advanced Synthesis and Catalysis; vol. 355; nb. 1; (2013); p. 73 - 80, View in Reaxys; Fukuda, Naohiro; Kajiwara, Takeshi; Katou, Tomoaki; Majima, Keisuke; Ikemoto, Tomomi; Synlett; vol. 24; nb. 11; (2013); p. 1438 - 1442; Art.No: ST-2013-U0273-L, View in Reaxys; Guha, Nitul Ranjan; Sharma, Saurabh; Bhattacherjee, Dhananjay; Thakur, Vandna; Bharti, Richa; Reddy, C. Bal; Das, Pralay; Green Chemistry; vol. 18; nb. 5; (2016); p. 1206 - 1211, View in Reaxys; Dai, Xi-Jie; Li, Chao-Jun; Journal of the American Chemical Society; vol. 138; nb. 16; (2016); p. 5433 - 5440, View in Reaxys

Hhmp

Zhang, Xiaoying; Li, Bo; Tang, Jinkui; Tian, Jumei; Huang, Guolong; Zhang, Jingping; Dalton Transactions; vol. 42; nb. 10; (2013); p. 3308 - 3317, View in Reaxys; Feuersenger, Juergen; Prodius, Denis; Mereacre, Valeriu; Clerac, Rodolphe; Anson, Christopher E.; Powell, Annie K.; Polyhedron; vol. 66; (2013); p. 257 - 263, View in Reaxys; Zhang, Xiaoying; Li, Bo; Zhang, Jingping; Inorganic Chemistry; vol. 55; nb. 7; (2016); p. 3378 - 3383, View in Reaxys; Hooper, Thomas N.; Inglis, Ross; Lorusso, Giulia; Ujma, Jakub; Barran, Perdita E.; Uhrin, Dusan; Schnack, Jürgen; Piligkos, Stergios; Evangelisti, Marco; Brechin, Euan K.; Inorganic Chemistry; vol. 55; nb. 20; (2016); p. 10535 - 10546, View in Reaxys

Wang, Huamin; Cao, Xiangxiang; Xiao, Fuhong; Liu, Saiwen; Deng, Guo-Jun; Organic Letters; vol. 15; nb. 18; (2013); p. 4900 - 4903, View in Reaxys; Wang, Zhen-Zhen; Tang, Yu; Tetrahedron; vol. 72; nb. 10; (2016); p. 1330 1336, View in Reaxys

Wu, Jiashou; Jiang, Huajiang; Chen, Dingben; Shen, Jianfen; Zhao, Datong; Xiang, Jing; Zhou, Qizhong; Synlett; vol. 25; nb. 4; (2014); p. 539 - 542; Art.No: ST-2013-W0920-L, View in Reaxys; Veeraraghavan Ramachandran; Kulkarni, Ameya S.; Zhao, Yan; Mei, Jianguo; Chemical Communications; vol. 52; nb. 80; (2016); p. 11885 - 11888, View in Reaxys

Xiong, Biao; Zhang, Shudi; Jiang, Huanfeng; Zhang, Min; Organic Letters; vol. 18; nb. 4; (2016); p. 724 - 727, View in Reaxys

pymOH

Escuer; Mayans; Font-Bardia; Dalton Transactions; vol. 45; nb. 4; (2016); p. 1604 - 1613, View in Reaxys

Tateyama, Keisuke; Wada, Kenji; Miura, Hiroki; Hosokawa, Saburo; Abe, Ryu; Inoue, Masashi; Catalysis Science and Technology; vol. 6; nb. 6; (2016); p. 1677 - 1684, View in Reaxys

Golchoubian, Hamid; Kazemi, Sekineh; Journal of Coordination Chemistry; vol. 69; nb. 3; (2016); p. 447 - 457, View in Reaxys

Liu, Qiao-Ling; Chen, Weifeng; Jiang, Qun-Ying; Bai, Xing-Feng; Li, Zhifang; Xu, Zheng; Xu, Li-Wen; ChemCatChem; vol. 8; nb. 8; (2016); p. 1495 - 1499, View in Reaxys

Patent; KING ABDULLAH UNIVERSITY OF SCIENCE AND TECHNOLOGY; HUANG, Kuo-wei; ZHAO, Qianyi; (56 pag.); WO2016/38543; (2016); (A1) English, View in Reaxys

Khodja, Walid; Leclair, Alexandre; Rull-Barrull, Jordi; Zammattio, Françoise; Kutonova, Ksenia V.; Trusova, Marina E.; Felpin, François-Xavier; Rodriguez-Zubiri, Mireia; New Journal of Chemistry; vol. 40; nb. 10; (2016); p. 8855 - 8862, View in Reaxys

L&1%

Radi, Smaail; Tighadouini, Said; Bacquet, Maryse; Degoutin, Stéphanie; Janus, Ludovic; Mabkhot, Yahia N.; RSC Advances; vol. 6; nb. 86; (2016); p. 82505 - 82514, View in Reaxys

Jiang, Nan; Ragauskas, Arthur J.; Journal of Organic Chemistry; vol. 72; nb. 18; (2007); p. 7030 - 7033, View in Reaxys; Yu, Xiaochun; Jiang, Lan; Li, Qiang; Xu, Qing; Xie, Yuanyuan; Chinese Journal of Chemistry; vol.

4/31

2018-04-04 15:03:08

30; nb. 10; (2012); p. 2322 - 2332,11, View in Reaxys; Miyamura, Hiroyuki; Suzuki, Aya; Yasukawa, Tomohiro; Kobayashi, Shu; Advanced Synthesis and Catalysis; vol. 357; nb. 18; (2015); p. 3815 - 3819, View in Reaxys 1j

Xie, Feng; Chen, Mengmeng; Wang, Xiaoting; Jiang, Huanfeng; Zhang, Min; Organic and Biomolecular Chemistry; vol. 12; nb. 17; (2014); p. 2761 - 2768, View in Reaxys; Tiwari, Abhishek R.; Akash; Bhanage, Bhalchandra M.; Organic and Biomolecular Chemistry; vol. 13; nb. 45; (2015); p. 10973 - 10976, View in Reaxys; Galletti, Paola; Pori, Matteo; Funiciello, Federica; Soldati, Roberto; Ballardini, Alberto; Giacomini, Daria; ChemSusChem; vol. 7; nb. 9; (2014); p. 2684 - 2689, View in Reaxys

Osako, Takao; Torii, Kaoru; Uozumi, Yasuhiro; RSC Advances; vol. 5; nb. 4; (2015); p. 2647 - 2654, View in Reaxys

Wang, Chao; Chen, Changpeng; Han, Jian; Zhang, Jingyu; Yao, Yingming; Zhao, Yingsheng; European Journal of Organic Chemistry; vol. 2015; nb. 13; (2015); p. 2972 - 2977, View in Reaxys

Dai, Xingchao; Cui, Xinjiang; Deng, Youquan; Shi, Feng; RSC Advances; vol. 5; nb. 54; (2015); p. 43589 - 43593, View in Reaxys

11w

Hamasaka, Go; Tsuji, Hiroaki; Uozumi, Yasuhiro; Synlett; vol. 26; nb. 14; (2015); p. 2037 - 2041; Art.No: ST-2015B0414-L, View in Reaxys

2pm

Lukačovičová, Zuzana; Lacková, Darina; Brienik, Michal; Ondrejkovičová, Iveta; Záborský, Ondrej; Doháňošová, Jana; Koman, Marian; Chemical Papers; vol. 69; nb. 8; (2015); p. 1093 - 1100, View in Reaxys

13a

Rüger, Nicole; Roatsch, Martin; Emmrich, Thomas; Franz, Henriette; Schüle, Roland; Jung, Manfred; Link, Andreas; ChemMedChem; vol. 10; nb. 11; (2015); p. 1875 - 1883, View in Reaxys

Minakawa, Maki; Okubo, Masataka; Kawatsura, Motoi; Bulletin of the Chemical Society of Japan; vol. 88; nb. 12; (2015); p. 1680 - 1682, View in Reaxys

Chen, Fen-Er; Li, Yong-Ye; Xu, Mei; Jia, Hui-Qing; Synthesis; nb. 13; (2002); p. 1804 - 1806, View in Reaxys; Yamaguchi, Kazuya; Kobayashi, Hiroaki; Wang, Ye; Oishi, Takamichi; Ogasawara, Yoshiyuki; Mizuno, Noritaka; Catalysis Science and Technology; vol. 3; nb. 2; (2013); p. 318 - 327, View in Reaxys; Raju, Kammari Bal; Kumar, Bejjanki Naveen; Nagaiah, Kommu; RSC Advances; vol. 4; nb. 92; (2014); p. 50795 - 50800, View in Reaxys

Sakagami, Yoshikazu; Tsujibo, Hiroshi; Hirai, Yuka; Yamada, Takeshi; Numata, Atsushi; Inamori, Yoshihiko; Biological and Pharmaceutical Bulletin; vol. 22; nb. 11; (1999); p. 1234 - 1236, View in Reaxys; Wang, Dawei; Zhao, Keyan; Ma, Piming; Xu, Chongying; Ding, Yuqiang; Tetrahedron Letters; vol. 55; nb. 52; (2014); p. 7233 - 7235, View in Reaxys; Gontcharov, Alexander; Dunetz, Joshua R.; Organic Process Research and Development; vol. 18; nb. 9; (2014); p. 1145 - 1152, View in Reaxys

Landa, Aitor; Minkkilae, Anna; Blay, Gonzalo; Jergensen, Karl Anker; Chemistry - A European Journal; vol. 12; nb. 13; (2006); p. 3472 - 3483, View in Reaxys; Vallianatou, Kalliopi A.; Frank, Dominik J.; Antonopoulou, Georgia; Georgakopoulos, Spyros; Siapi, Eleni; Zervou, Maria; Kostas, Ioannis D.; Tetrahedron Letters; vol. 54; nb. 5; (2013); p. 397 - 401, View in Reaxys; Mannel, David S.; Stahl, Shannon S.; Root, Thatcher W.; Organic Process Research and Development; vol. 18; nb. 11; (2014); p. 1503 - 1508, View in Reaxys

2-CH2OHpy

Zienkiewicz, Małgorzata; Szlachetko, Jakub; Lothschütz, Christian; Hodorowicz, MacIej; Jabłońska-Wawrzycka, Agnieszka; Sá, Jacinto; Barszcz, Barbara; Dalton Transactions; vol. 42; nb. 21; (2013); p. 7761 - 7767, View in Reaxys; Zienkiewicz; Jablonska-Wawrzycka; Szlachetko; Kayser; Stadnicka; Sawka-Dobrowolska; Jezierska; Barszcz; Sa; Dalton Transactions; vol. 43; nb. 23; (2014); p. 8599 - 8608, View in Reaxys

Yan, Feng-Xia; Zhang, Min; Wang, Xiao-Ting; Xie, Feng; Chen, Meng-Meng; Jiang, Huanfeng; Tetrahedron; vol. 70; nb. 6; (2014); p. 1193 - 1198, View in Reaxys; Xie, Feng; Yan, Fengxia; Chen, Mengmeng; Zhang, Min; RSC Advances; vol. 4; nb. 56; (2014); p. 29502 - 29508, View in Reaxys

Abarca, Belen; Adam, Rosa; Alom, Shamim; Ballesteros, Rafael; Lopez-Molina, Sonia; Arkivoc; vol. 2014; nb. 2; (2014); p. 175 - 186, View in Reaxys

Zhao, Mengdi; Xie, Weilong; Cui, Chunming; Chemistry - A European Journal; vol. 20; nb. 30; (2014); p. 9259 9262, View in Reaxys

Feng, Bin; Cheng, Hong-Gang; Chen, Jia-Rong; Deng, Qiao-Hui; Lu, Liang-Qiu; Xiao, Wen-Jing; Chemical Communications; vol. 50; nb. 67; (2014); p. 9550 - 9553, View in Reaxys

10-1

Patent; CURADEV PHARMA PVT. LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Veejendra K; KAPOOR, Kishore Kamal; WO2014/141110; (2014); (A2) English, View in Reaxys

pymet

Caglar, Sema; Saykal, Tuba; Buyukgungor, Orhan; Sahin, Ertan; Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry; vol. 44; nb. 9; (2014); p. 1234 - 1242, View in Reaxys

NOH-1

Carmona, Daniel; Lamata, Pilar; Sanchez, Antonio; Pardo, Pilar; Rodriguez, Ricardo; Ramirez, Paola; Lahoz, Fernando J.; Garcia-Orduna, Pilar; Oro, Luis A.; Organometallics; vol. 33; nb. 15; (2014); p. 4016 - 4026, View in Reaxys; Carmona, Daniel; Lamata, Pilar; Snchez, Antonio; Pardo, Pilar; Rodrguez, Ricardo; Ramrez, Paola; Lahoz, Fernando J.; Garca-Ordua, Pilar; Oro, Luis A.; Dalton Transactions; vol. 43; nb. 41; (2014); p. 15546 - 15559, View in Reaxys

5/31

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Kim, Dong-Su; Park, Woo-Jin; Lee, Chang-Hee; Jun, Chul-Ho; Journal of Organic Chemistry; vol. 79; nb. 24; (2014); p. 12191 - 12196, View in Reaxys

Li, Feng; Sun, Chunlou; Wang, Nana; Journal of Organic Chemistry; vol. 79; nb. 17; (2014); p. 8031 - 8039, View in Reaxys

Tian, Haiwen; Yu, Xiaochun; Li, Qiang; Wang, Jianxin; Xu, Qing; Advanced Synthesis and Catalysis; vol. 354; nb. 14-15; (2012); p. 2671 - 2677,7, View in Reaxys; Huang, Jian-Lin; Dai, Xi-Jie; Li, Chao-Jun; European Journal of Organic Chemistry; nb. 29; (2013); p. 6496 - 6500, View in Reaxys

Patent; THERACRINE, INC.; SUN, Lijun; BARSOUM, James; WESTER, Ronald; WO2013/13238; (2013); (A2) English, View in Reaxys

Guo, Le; Liu, Yinghua; Yao, Wubing; Leng, Xuebing; Huang, Zheng; Organic Letters; vol. 15; nb. 5; (2013); p. 1144 - 1147, View in Reaxys

2-hmpy

Icsel, Ceyda; Yilmaz, Veysel T.; Ari, Ferda; Ulukaya, Engin; Harrison, William T.A.; European Journal of Medicinal Chemistry; vol. 60; (2013); p. 386 - 394, View in Reaxys

XLIII-1A

Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); (A1) English, View in Reaxys

2-CH&2%OHpy

Barszcz, Barbara; Masternak, Joanna; Hodorowicz, Maciej; Matczak-Jon, Ewa; Jablonska-Wawrzycka, Agnieszka; Stadnicka, Katarzyna; Zienkiewicz, Malgorzata; Krolewska, Karolina; Kazmierczak-Baranska, Julia; Inorganica Chimica Acta; vol. 399; (2013); p. 85 - 94, View in Reaxys

Cano, Rafael; Yus, Miguel; Ramon, Diego J.; Tetrahedron Letters; vol. 54; nb. 26; (2013); p. 3394 - 3397, View in Reaxys

Patent; IFP ENERGIES NOUVELLES; GRASSET, Fabien; HARRY, Stephane; PRORIOL, David; MAGNA, Lionel; US2013/217941; (2013); (A1) English, View in Reaxys

Noisier, Anais F. M.; Harris, Craig S.; Brimble, Margaret A.; Chemical Communications; vol. 49; nb. 70; (2013); p. 7744 - 7746, View in Reaxys

Soule, Jean-Francois; Miyamura, Hiroyuki; Kobayashi, Shu; Chemistry - An Asian Journal; vol. 8; nb. 11; (2013); p. 2614 - 2626, View in Reaxys

Powell, Adam B.; Stahl, Shannon S.; Organic Letters; vol. 15; nb. 19; (2013); p. 5072 - 5075, View in Reaxys

HL%1&

Liu, Jun-Liang; Lin, Wei-Quan; Chen, Yan-Cong; Gomez-Coca, Silvia; Aravena, Daniel; Ruiz, Eliseo; Leng, JiDong; Tong, Ming-Liang; Chemistry - A European Journal; vol. 19; nb. 51; (2013); p. 17567 - 17577, View in Reaxys

R-5

Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BERRY, Angela; CHEN, Zhidong; DE LOMBAERT, Stephane; EMMANUEL, Michel Jose; LOKE, Pui Leng; MAN, Chuk Chui; MORWICK, Tina Marie; TAKAHASHI, Hidenori; WO2012/82817; (2012); (A1) English, View in Reaxys

Maligres, Peter E.; Li, Jing; Krska, Shane W.; Schreier, John D.; Raheem, Izzat T.; Angewandte Chemie - International Edition; vol. 51; nb. 36; (2012); p. 9071 - 9074, View in Reaxys; Fleckenstein, Christoph A.; Kadyrov, Renat; Plenio, Herbert; Organic Process Research and Development; vol. 12; nb. 3; (2008); p. 475 - 479, View in Reaxys

H-OPy

Boyle, Timothy J.; Steele, Leigh Anna M.; Burton, Patrick D.; Hoppe, Sarah M.; Lockhart, Chelsea; Rodriguez, Mark A.; Inorganic Chemistry; vol. 51; nb. 22; (2012); p. 12075 - 12092, View in Reaxys

pyridin-2-ylmethanol

Mannam, Sreedevi; Sekar; Tetrahedron Letters; vol. 49; nb. 15; (2008); p. 2457 - 2460, View in Reaxys

Nienkemper, Katrin; Kehr, Gerald; Kehr, Seda; Froehlich, Roland; Erker, Gerhard; Journal of Organometallic Chemistry; vol. 693; nb. 18; (2008); p. 3063 - 3073, View in Reaxys

Hasnik, Zbynek; Silhar, Peter; Hocek, Michal; Synlett; nb. 4; (2008); p. 543 - 546, View in Reaxys

Lam, Fuk Loi; Au-Yeung, Terry Tin-Lok; Kwong, Fuk Yee; Zhou, Zhongyuan; Wong, Kwok Yin; Chan, Albert S. C.; Angewandte Chemie - International Edition; vol. 47; nb. 7; (2008); p. 1280 - 1283, View in Reaxys

Substrate, Tab.2, run 8

Jiang, Nan; Ragauskas, Arthur J.; Tetrahedron Letters; vol. 48; nb. 2; (2007); p. 273 - 276, View in Reaxys

Kocak, Ahmet; Kurbanli, Sultan; Malkondu, Sait; Synthetic Communications; vol. 37; nb. 21; (2007); p. 3697 3708, View in Reaxys

Olszewski, Tomasz Krzysztof; Galezowska, Joanna; Boduszek, Bogdan; Kozlowski, Henryk; European Journal of Organic Chemistry; nb. 21; (2007); p. 3539 - 3546, View in Reaxys

starting to 4

Kim, Ikyon; Kim, Sun Gi; Kim, Ji Young; Lee, Ge Hyeong; Tetrahedron Letters; vol. 48; nb. 51; (2007); p. 8976 8981, View in Reaxys

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Substrate,Tab.1, run Velusamy, Subbarayan; Srinivasan, Arumugam; Punniyamurthy; Tetrahedron Letters; vol. 47; nb. 6; (2006); p. 923 11 - 926, View in Reaxys 3c

Basavaiah, Deevi; Sharada, Duddu S.; Veerendhar, Ainelly; Tetrahedron Letters; vol. 47; nb. 32; (2006); p. 5771 5774, View in Reaxys

Lang, Stuart; Taylor, Richard J.K.; Tetrahedron Letters; vol. 47; nb. 31; (2006); p. 5489 - 5492, View in Reaxys

Table 3, entry 10

Jiang, Nan; Ragauskas, Arthur J.; Journal of Organic Chemistry; vol. 71; nb. 18; (2006); p. 7087 - 7090, View in Reaxys

Tab. 1, entry 11, subs.

Shirini, Farhad; Zolfigol, Mohammad Ali; Paktinat, Maryam; Synthesis; nb. 24; (2006); p. 4252 - 4256, View in Reaxys

Garrett, Mark D.; Scott, Robin; Sheldrake, Gary N.; Dalton, Howard; Goode, Paul; Organic and Biomolecular Chemistry; vol. 4; nb. 14; (2006); p. 2710 - 2715, View in Reaxys

substrate6

Tsai, Weiwen; Liu, Yi-Hung; Peng, Shie-Ming; Liu, Shiuh-Tzung; Journal of Organometallic Chemistry; vol. 690; nb. 2; (2005); p. 415 - 421, View in Reaxys

4, R1 = 2-pyridyl, R2=H

Hajipour, Abdol R.; Bagheri, Hamid R.; Ruoho, Arnold E.; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 44; nb. 3; (2005); p. 577 - 580, View in Reaxys

Tab.2. col.2. run 4

Ji, Hong-Bing; Shi, Dong-Po; Shao, Ming; Li, Zhong; Wang, Le-Fu; Tetrahedron Letters; vol. 46; nb. 14; (2005); p. 2517 - 2520, View in Reaxys

precursor of 7d

Takahashi, Masaaki; Oshima, Koichiro; Matsubara, Seijiro; Chemistry Letters; vol. 34; nb. 2; (2005); p. 192 - 193, View in Reaxys

Reihl, Oliver; Biemel, Klaus M.; Lederer, Markus O.; Schwack, Wolfgang; Carbohydrate Research; vol. 339; nb. 3; (2004); p. 705 - 714, View in Reaxys

Run 7, alcohol

Kumar, Anil; Jain, Nidhi; Chauhan; Synthetic Communications; vol. 34; nb. 15; (2004); p. 2835 - 2842, View in Reaxys

starting to 7

Schmidt, Boris; Ehlert, Dennis K.; Braun, Hannes A.; Tetrahedron Letters; vol. 45; nb. 8; (2004); p. 1751 - 1753, View in Reaxys

product T. 4, e. 1

Selvam, Parasuraman; Mohapatra, Susanta K.; Sonavane, Sachin U.; Jayaram, Radha V.; Tetrahedron Letters; vol. 45; nb. 9; (2004); p. 2003 - 2007, View in Reaxys

prod. entry 11

Sonavane, Sachin U.; Mohapatra, Susanta K.; Jayaram, Radha V.; Selvam, Parasuraman; Chemistry Letters; vol. 32; nb. 2; (2003); p. 142 - 143, View in Reaxys

12f

Shintou, Taichi; Kikuchi, Wataru; Mukaiyama, Teruaki; Bulletin of the Chemical Society of Japan; vol. 76; nb. 8; (2003); p. 1645 - 1667, View in Reaxys

Tab. 2, entry 7, educt

Reid, Mark; Rowe, David J.; Taylor, Richard J. K.; Chemical Communications; nb. 18; (2003); p. 2284 - 2285, View in Reaxys

educt to 16-26

Tabuchi, Hitoshi; Kawaguchi, Harumoto; Taniguchi, Hisashi; Imazaki, Hideyuki; Hayase, Yoshio; Heterocycles; vol. 57; nb. 7; (2002); p. 1319 - 1326, View in Reaxys

2HMP

Vasudevan, Dharni; Dorley, Peter J.; Zhuang, Xiao; Environmental Science and Technology; vol. 35; nb. 10; (2001); p. 2006 - 2013, View in Reaxys

Ogata, Shin; Inoue, Kazuko; Iwata, Keiko; Okumura, Katsuzumi; Taguchi, Hiroshi; Bioscience, Biotechnology and Biochemistry; vol. 65; nb. 10; (2001); p. 2337 - 2339, View in Reaxys

R2OH Table 1, entry 2

Lin, Xiaodong; Dorr, Hilary; Nuss, John M.; Tetrahedron Letters; vol. 41; nb. 18; (2000); p. 3309 - 3313, View in Reaxys

Table 1, col 1, entry Kernag, Casey A.; Bobbitt, James M.; McGrath, Dominic V.; Tetrahedron Letters; vol. 40; nb. 9; (1999); p. 1635 5 1636, View in Reaxys I

Lukevics; Shmukste; Iovel'; Ignatovich; Chemistry of Heterocyclic Compounds; vol. 34; nb. 6; (1998); p. 734 - 736, View in Reaxys

Patent-Specific Data (11) Prophetic ComLocation in Patent pound

References Patent; Soochow University (Suzhou); Zou Jianping; Li Chengkun; Zhou Zhihao; Zhang Peizhi; Zhang Ling; (14 pag.); CN106496268; (2017); (A) Chinese, View in Reaxys Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhang, Jian cun; Zheng, Jin fu; Wang, Xiao jun; Zuo, Ying lin; Zhang, Yingjun; (45 pag.); CN105367582; (2016); (A) Chinese, View in Reaxys

7/31

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Page/Page column

Patent; Basell Polyolefine GmbH; Richter-Lukesova, Lenka; Mihan, Shahram; Fantinel, Fabiana; Nifant'ev, Ilya Eduardovich; EP2606970; (2013); (A1) English, View in Reaxys; Patent; BARTOLOZZI, Alessandra; CHEN, Zhidong; DINES, Jonathon Alan; LO, Ho Yin; LOKE, Pui Leng; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee M.; US2013/196967; (2013); (A1) English, View in Reaxys; Patent; SK BIOPHARMACEUTICALS CO., LTD.; Bae, Sung Jin; Yi, Han Ju; Hwang, Sun Gwan; Jeong, Mo Ses; Yoon, Yeo Jin; Chae, Sang Mi; Park, Joo Young; Ryu, Eun Ju; US2013/217686; (2013); (A1) English, View in Reaxys; Patent; IMAX Discovery GmbH; WINNING, Marcel; LOHMER, Stefan; PEVARELLO, Paolo; EP2832233; (2015); (A1) English, View in Reaxys; Patent; Nippon Shinyaku Co., Ltd.; TSUJI, Takashi; SHIRAI, Masaaki; EP2891656; (2015); (A1) English, View in Reaxys Patent; BIOVITRUM AB (publ); SAVORY, Edward; HIGGINBOTTOM, Michael; OLIVER, Kathryn; HORGAN, Anne Viet-Anh; WO2010/31789; (2010); (A1) English, View in Reaxys Patent; Kumar, Naresh; Kaur, Jaskiran; Ray, Abhijit; Gupta, Suman; Malhotra, Shivani; Shirumalla, Rajkumar; US2010/144801; (2010); (A1) English, View in Reaxys Patent; Percino Zacarias, Maria Judith; Chapela Castanares, Victor Manuel; BENEMERITA UNIVERSIDAD AUTONOMA DE PUEBLA; US2009/43063; (2009); (A1) English, View in Reaxys Patent; DSM FINE CHEMICALS AUSTRIA NFG GmbH and Co KG; WO2008/77769; (2008); (A1) English, View in Reaxys Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/27173; (2007); (A1) English, View in Reaxys Patent; Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB; EP1728792; (2006); (A1) English, View in Reaxys

prophetic product

Patent; Chevron Research Company; US4142061; (1979); (A) English, View in Reaxys; Patent; ANACOR PHARMACEUTICALS, INC.; WO2005/123095; (2005); (A1) English, View in Reaxys Patent; GLAXO GROUP LIMITED; BESWICK, Paul; MODI, Sandeep; PEGG, Neil; SKIDMORE, John; SWARBRICK, Martin; WO2004/24691; (2004); (A1) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

0.048

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

33.12

Lipinski Number

Veber Number

Related Structure (1) References Barassin; Annales de Chimie (Cachan, France); vol. 8; nb. 13; (1963); p. 637,664, View in Reaxys; Katritzky et al.; Journal of the American Chemical Society; vol. 91; (1969); p. 628, View in Reaxys Catalyst Investigation (3) 1 of 3

Investigated characteristic(s)

Catalytic activity

Type of reaction (Catalyst Investigation)

Cycloaddition

Co-catalyst/co-substrate name

tetra-(n-butyl)ammonium iodide

Wang, Lin; Zhang, Guangyou; Kodama, Koichi; Hirose, Takuji; Green Chemistry; vol. 18; nb. 5; (2016); p. 1229 - 1233, View in Reaxys 2 of 3

Investigated characteristic(s)

Catalytic activity

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Type of reaction (Catalyst Investigation)

Epoxidation

Location

supporting information

Meninno, Sara; Vidal-Albalat, Andreu; Lattanzi, Alessandra; Organic Letters; vol. 17; nb. 17; (2015); p. 4348 - 4351, View in Reaxys 3 of 3

Investigated characteristic(s)

Catalytic activity

Type of reaction (Catalyst Investigation)

Arylation

Wu, Yinuo; Choy, Pui Ying; Kwong, Fuk Yee; Organic and Biomolecular Chemistry; vol. 12; nb. 35; (2014); p. 6820 - 6823, View in Reaxys Derivative (20) Comment (Derivative)

Derivative

References

2-pyridinemethanol Jones, Gurnos; Sliskovic, D. Robert; Foster, Beverley; Rogers, John; Smith, Anthony K.; et picrate al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1981); p. 78 - 81, View in Reaxys Komplex mit Ca(SCN)2*4(H2O) , F: 150-165grad, Zers.

Voegtle et al.; Journal of Chemical Research, Miniprint; (1978); p. 4848,4851, View in Reaxys

Hydrobromid, F: 122-124grad

Chigareva et al.; Zhurnal Organicheskoi Khimii; vol. 13; (1977); p. 2597,2411,2413,2414, View in Reaxys

1:1-System mit Essigsaeure, IR-Sp.; ΔpK(a)-Wert; percent Protonentransfer d. reinen Syst. sowie in Ggw. v. 4H2O-Molekuelen

Lindemann; Zundel; Journal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics; vol. 73; (1977); p. 788,792, View in Reaxys

1:1-System mit Ameisensaeure, IRSp.; ΔpK(a)-Wert; percent Protonentransfer d. reinen Syst. sowie in Ggw. v. 4H2O-Molekuelen

Lindemann; Zundel; Journal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics; vol. 73; (1977); p. 788,792, View in Reaxys

Picrat: C12H10N4O8: F: 158-158.5grad

Kikugawa et al.; Chemical and Pharmaceutical Bulletin; vol. 21; (1973); p. 1927,1936, View in Reaxys

Picrat C12H10N4O8: F:158-158.5grad

Kikugawa et al.; Chemical and Pharmaceutical Bulletin; vol. 21; (1973); p. 1927,1936, View in Reaxys

Pikrat C12H10N4O8, F: 158-158.5grad

Kikugawa et al.; Chemical and Pharmaceutical Bulletin; vol. 21; (1973); p. 1927,1936, View in Reaxys

Methoiodid, F: 123-124grad

Dregval; Rybak; Khimiya Geterotsiklicheskikh Soedinenii; (1967); p. 227; Chem.Abstr.; vol. 70; nb. 87501f; (1969), View in Reaxys

Pikrat, F: 160.5-162.0grad

Murakami et al.; Bulletin of the Chemical Society of Japan; vol. 39; (1966); p. 1197,1199, View in Reaxys

Pikrat: F: 160-161grad(unkorr.)

Kasuga; Taguchi; Chemical and Pharmaceutical Bulletin; vol. 13; (1965); p. 233,239, View in Reaxys

Nitrat C6H7NO*HNO3, F: 116.2-116.7grad, aus A.

Murakami; Takagi; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 828,829, View in Reaxys

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Nitrat C6H7NO*HNO3: F: 116.2-116.7grad (aus A.)

Murakami; Takagi; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 828,829, View in Reaxys

Pikrat, F: 160.5-161grad

Murakami; Takagi; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 828,829, View in Reaxys

Pikrat: F: 160.5-161grad

Murakami; Takagi; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 828,829, View in Reaxys

Pikrat, F: 160-161grad, unkorr.

Kasuga; Taguchi; Chemical and Pharmaceutical Bulletin; vol. 13; (1965); p. 233,239, View in Reaxys

Hydrochlorid: P

Porai-Koschiz et al.; J. Appl. Chem. USSR (Engl. Transl.); vol. 37; (1964); p. 1081,1080, View in Reaxys

Pikrat, F: 157.5-158grad

Chumakov; Stolyarov; Metody Polucheniya Khimicheskikh Reaktivov i Preparatov; vol. 7; (1963); p. 65,66-69; Chem.Abstr.; vol. 61; nb. 10652h; (1964), View in Reaxys

Hydrochlorid, F: 105-107grad, unkorr.

Schaetzle; Rottenberg; Helvetica Chimica Acta; vol. 45; (1962); p. 1008,1010, View in Reaxys

Hydrochlorid: F: 105-107grad (unkorr.)

Schaetzle; Rottenberg; Helvetica Chimica Acta; vol. 45; (1962); p. 1008,1010, View in Reaxys

Boiling Point (24) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

Location

supporting information

107 - 109

Jones, Gurnos; Mouat, Deborah J.; Tonkinson, Daryl J.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1985); p. 2719 - 2724, View in Reaxys

55 - 57

Leitis, L. Ya.; Shimanskaya, M. V.; J. Appl. Chem. USSR (Engl. Transl.); vol. 53; nb. 4; (1980); p. 917 920,724 - 727, View in Reaxys

97 - 100

Chigareva et al.; Zhurnal Organicheskoi Khimii; vol. 13; (1977); p. 2597,2411,2413,2414, View in Reaxys

52 - 55

Huang; Chen; Journal of the Chinese Chemical Society (Taipei, Taiwan); vol. 21; (1974); p. II-235,236,238, View in Reaxys

113

Kikugawa et al.; Chemical and Pharmaceutical Bulletin; vol. 21; (1973); p. 1927,1936, View in Reaxys

107

12 - 13

Udovenko et al.; Sov. Prog. Chem. (Engl. Transl.); vol. 38; nb. 11; (1972); p. 1120,39, View in Reaxys; Patent; Udovenko et al.; SU276959; (1970); Ref. Zh., Khim.; vol. 11; nb. N197P; (1971), View in Reaxys

116 - 118

Deegan; Rose; Journal of the Chemical Society [Section] C: Organic; (1971); p. 2756,2760, View in Reaxys

109

Kuhn et al.; Journal of the American Chemical Society; vol. 91; (1969); p. 4790, View in Reaxys

82 - 85

Jones; Russell; Journal of the Chemical Society [Section] C: Organic; (1969); p. 2246, View in Reaxys

109 - 111

15 - 16

Kriwoschtschekowa; Schamschurin; Biol. Akt. Soedin.; (1968); p. 110 - 112; Chem.Abstr.; vol. 71; nb. 124151; (1969), View in Reaxys; Krivoshchekova; Shamshurin; Biol. Akt. Soedin.; (1968); p. 110;

Comment (Boiling Point)

References Felten, Albert E.; Zhu, Gangguo; Aron, Zachary D.; Organic Letters; vol. 12; nb. 9; (2010); p. 1916 1919, View in Reaxys

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Chem.Abstr.; vol. 71; nb. 124151k; (1969), View in Reaxys 77.5

Tissier; Tissier; Bulletin de la Societe Chimique de France; (1967); p. 3155,3158,3160, View in Reaxys

98 - 102

Varma; Lal; Journal of the Indian Chemical Society; vol. 43; (1966); p. 613, View in Reaxys

114 - 116

16 - 17

Murakami et al.; Bulletin of the Chemical Society of Japan; vol. 39; (1966); p. 1197,1199, View in Reaxys

98 - 100

Kazarinova et al.; Metody Polucheniya Khimicheskikh Reaktivov i Preparatov; vol. 14; (1966); p. 98,99; Chem.Abstr.; vol. 67; nb. 32560, View in Reaxys

50 - 51

0.02

Ford; Swan; Australian Journal of Chemistry; vol. 18; (1965); p. 867,873, View in Reaxys

88 - 93

Murakami; Takagi; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 828,829, View in Reaxys

108 - 109

Chumakov; Stolyarov; Metody Polucheniya Khimicheskikh Reaktivov i Preparatov; vol. 7; (1963); p. 65,66-69; Chem.Abstr.; vol. 61; nb. 10652h; (1964), View in Reaxys

102.5

Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys

118 - 121

Kuwata; Bulletin of the Chemical Society of Japan; vol. 33; (1960); p. 1672,1676, View in Reaxys

68 - 72

0.1

RINK; EICH; Archiv der Pharmazie; vol. 293 /65; (1960); p. 74 - 82, View in Reaxys

108.5

Barassin; Lumbroso; Bulletin de la Societe Chimique de France; (1959); p. 1947,1948, View in Reaxys

112

Sorm; Sedivy; Collection of Czechoslovak Chemical Communications; vol. 13; (1948); p. 289,292, 296, View in Reaxys

112 - 113

16 - 17

dickfluessiges Oel.

Refractive Index (11) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C]

Harries; Lenart; Justus Liebigs Annalen der Chemie; vol. 410; (1915); p. 111, View in Reaxys

References

1.539

589

Leitis, L. Ya.; Shimanskaya, M. V.; J. Appl. Chem. USSR (Engl. Transl.); vol. 53; nb. 4; (1980); p. 917 - 920,724 - 727, View in Reaxys

1.5389 - 1.5392

589

Udovenko et al.; Sov. Prog. Chem. (Engl. Transl.); vol. 38; nb. 11; (1972); p. 1120,39, View in Reaxys

1.5389 - 1.5392

589

1.5248

589

Kazarinova et al.; Metody Polucheniya Khimicheskikh Reaktivov i Preparatov; vol. 14; (1966); p. 98,99; Chem.Abstr.; vol. 67; nb. 32560, View in Reaxys

1.5365

589

Ford; Swan; Australian Journal of Chemistry; vol. 18; (1965); p. 867,873, View in Reaxys

1.543

589

Chumakov; Stolyarov; Metody Polucheniya Khimicheskikh Reaktivov i Preparatov; vol. 7; (1963); p. 65,66-69; Chem.Abstr.; vol. 61; nb. 10652h; (1964), View in Reaxys

1.5397

656.3

Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys

1.5444

589

Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys

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1.5566

486.1

Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys

1.5672

430.8

Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys

1.5433

589

Barassin; Lumbroso; Bulletin de la Societe Chimique de France; (1959); p. 1947,1948, View in Reaxys

Density (5) 1 of 5

Density [g·cm-3]

1.1317

Reference Temperature [°C]

Measurement Temperature 20 [°C] Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys 2 of 5

Density [g·cm-3]

1.1166

Reference Temperature [°C]

Measurement Temperature 40 [°C] Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys 3 of 5

Density [g·cm-3]

1.1008

Reference Temperature [°C]

Measurement Temperature 60 [°C] Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys 4 of 5

Density [g·cm-3]

1.0816

Reference Temperature [°C]

Measurement Temperature 85 [°C] Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys 5 of 5

Density [g·cm-3]

1.129

Reference Temperature [°C]

Measurement Temperature 25 [°C] Barassin; Lumbroso; Bulletin de la Societe Chimique de France; (1959); p. 1947,1948, View in Reaxys Adsorption (MCS) (3) 1 of 3

Description (Adsorption (MCS))

Adsorption

Solvent (Adsorption (MCS))

H2O

Temperature (Adsorption (MCS)) [°C]

Comment (Adsorption (MCS))

pH dependence. Object(s) of Study: diagram

Partner (Adsorption (MCS))

Fe2O3

Vasudevan, Dharni; Dorley, Peter J.; Zhuang, Xiao; Environmental Science and Technology; vol. 35; nb. 10; (2001); p. 2006 - 2013, View in Reaxys

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2 of 3

Description (Adsorption (MCS))

Adsorption

Solvent (Adsorption (MCS))

H2O

Temperature (Adsorption (MCS)) [°C]

Comment (Adsorption (MCS))

pH dependence. Object(s) of Study: diagram

Partner (Adsorption (MCS))

Al2O3

Vasudevan, Dharni; Dorley, Peter J.; Zhuang, Xiao; Environmental Science and Technology; vol. 35; nb. 10; (2001); p. 2006 - 2013, View in Reaxys 3 of 3

Description (Adsorption (MCS))

Adsorption

Solvent (Adsorption (MCS))

H2O

Temperature (Adsorption (MCS)) [°C]

Comment (Adsorption (MCS))

pH dependence. Object(s) of Study: diagram

Partner (Adsorption (MCS))

TiO2 P25

Vasudevan, Dharni; Dorley, Peter J.; Zhuang, Xiao; Environmental Science and Technology; vol. 35; nb. 10; (2001); p. 2006 - 2013, View in Reaxys Association (MCS) (2) 1 of 2

Description (Association (MCS))

Stability constant of the complex with ...

Lin; Brewer; Canadian Journal of Chemistry; vol. 45; (1967); p. 2729,2734, View in Reaxys; Murakami; Takagi; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 828,829, View in Reaxys; Tissier; Missegue; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 65; (1968); p. 2037, View in Reaxys; Pinart et al.; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 281; (1975); p. 519, View in Reaxys 2 of 2

Description (Association (MCS))

Spectrum of the complex

Udovenko et al.; Sov. Prog. Chem. (Engl. Transl.); vol. 33; nb. 5; (1967); p. 429,7,11, View in Reaxys Chromatographic Data (1) Chromatographic References data TLC (Thin layer chromatography)

Radi, Smaail; Tighadouini, Said; Bacquet, Maryse; Degoutin, Stéphanie; Janus, Ludovic; Mabkhot, Yahia N.; RSC Advances; vol. 6; nb. 86; (2016); p. 82505 - 82514, View in Reaxys

Critical Pressure (1) References Tissier; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 272; (1971); p. 527, View in Reaxys Crystal Property Description (6) Colour & Other Location Properties

References

colourless

Paragraph 0031

colourless

supporting informa- Zhao, Mengdi; Xie, Weilong; Cui, Chunming; Chemistry - A European Journal; vol. 20; nb. 30; tion (2014); p. 9259 - 9262, View in Reaxys; Ogata, Osamu; Nakayama, Yuji; Nara, Hideki; Fujiwhara, Mitsuhiko; Kayaki, Yoshihito; Organic Letters; vol. 18; nb. 15; (2016); p. 3894 - 3897, View in Reaxys

brown

Patent; THE DOSHISHA; KODERA, MASAHITO; ZAOPUTRA, ANTONIUS ANDRE; TSUJI, TOMOKAZU; (15 pag.); JP2017/57177; (2017); (A) Japanese, View in Reaxys

Radi, Smaail; Tighadouini, Said; Bacquet, Maryse; Degoutin, Stéphanie; Janus, Ludovic; Mabkhot, Yahia N.; RSC Advances; vol. 6; nb. 86; (2016); p. 82505 - 82514, View in Reaxys

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colourless

Wekesa, Francis S.; Arias-Ugarte, Renzo; Kong, Lydia; Sumner, Zachary; McGovern, Gregory P.; Findlater, Michael; Organometallics; vol. 34; nb. 20; (2015); p. 5051 - 5056, View in Reaxys

yellow

supporting informa- Wang, Anwei; Yang, Zhiyong; Liu, Jidan; Gui, Qingwen; Chen, Xiang; Tan, Ze; Shi, Jition Cheng; Synthetic Communications; vol. 44; nb. 2; (2014); p. 280 - 288, View in Reaxys

yellow

Dieskau, Andre P.; Begouin, Jeanne-Marie; Plietker, Bernd; European Journal of Organic Chemistry; nb. 27; (2011); p. 5291 - 5296, View in Reaxys

Dissociation Exponent (13) 1 of 13

Dissociation Exponent (pK)

4.92

Temperature (Dissociation Exponent) [°C]

Solvent (Dissociation Exponent)

H2O

Method (Dissociation Exponent)

potentiometric

Type (Dissociation Exponent)

a1/apparent

Mayer, Joachim M.; Testa, Bernard; Helvetica Chimica Acta; vol. 65; nb. 6; (1982); p. 1868 - 1884, View in Reaxys 2 of 13

Comment (Dissociation Exponent)

(pk')pK(a)-Wert, nach A.R.Katritzky (Ed.), Physicol Methods in Heterocyclic Chemistry, Vol. 1 u. 2, Academic Press, New York <1963>; D.D.Perrin, Dissociation Constants of Org. Bases in Aqueous Solution, Butterworth, London <1965>

Sessler; Zundel; Zeitschrift fuer Physikalische Chemie (Muenchen, Germany); vol. 79; (1972); p. 180,186, View in Reaxys 3 of 13

Comment (Dissociation Exponent)

(pk')pK(a)

Kondratov; Novikov; Russian Journal of Physical Chemistry; vol. 45; (1971); p. 1259, View in Reaxys; Gusewa; Porai-Koschiz; Reaktsionnaya Sposobnost Organicheskikh Soedinenii; vol. 2-4; (1965); p. 29,31, View in Reaxys 4 of 13

Comment (Dissociation Exponent)

(pk')

Tissier; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 272; (1971); p. 527, View in Reaxys 5 of 13

Comment (Dissociation Exponent)

(pk')pK(a) fuer OH-Gruppe

Petitfaux; Fromage; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 270; (1970); p. 1857, View in Reaxys 6 of 13

Comment (Dissociation Exponent)

(pk')pK

Tissier; Missegue; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 65; (1968); p. 2037, View in Reaxys 7 of 13

Comment (Dissociation Exponent)

(pk')pK(a1): 4.86

Tissier; Tissier; Bulletin de la Societe Chimique de France; (1967); p. 3155,3158,3160, View in Reaxys 8 of 13

Comment (Dissociation Exponent)

(pk')pK(a2): 17.33, S. 3155

Tissier; Tissier; Bulletin de la Societe Chimique de France; (1967); p. 3155,3158,3160, View in Reaxys 9 of 13

Comment (Dissociation Exponent)

(pk')pK, in W., 25grad

Lane; Journal of Chemical and Engineering Data; vol. 8; (1963); p. 569, View in Reaxys 10 of 13

Comment (Dissociation Exponent)

(pk')pK, in 50percentig. wss. Dioxan, 25grad

Lane; Journal of Chemical and Engineering Data; vol. 8; (1963); p. 569, View in Reaxys 11 of 13

Comment (Dissociation Exponent)

(pk')pK in Wasser bei 25grad

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Lane; Journal of Chemical and Engineering Data; vol. 8; (1963); p. 569, View in Reaxys 12 of 13

Comment (Dissociation Exponent)

(pk')pK in 50percentig. wss. Dioxan bei 25grad

Lane; Journal of Chemical and Engineering Data; vol. 8; (1963); p. 569, View in Reaxys 13 of 13

Dissociation Exponent (pK)

4.4

Dissociation Group

NH+

Temperature (Dissociation Exponent) [°C]

Solvent (Dissociation Exponent)

H2O

Method (Dissociation Exponent)

potentiometric

Type (Dissociation Exponent)

a/apparent

Luz et al.; Helvetica Chimica Acta; vol. 38; (1955); p. 1114,1116, View in Reaxys Electrical Moment (11) 1 of 11

Description (Electrical Moment)

Dipole moment

Pigenet et al.; Bulletin de la Societe Chimique de France; (1969); p. 361, View in Reaxys 2 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

in Bzl.: 3.03 μ(D)

Barassin; Annales de Chimie (Cachan, France); vol. 8; nb. 13; (1963); p. 637,664, View in Reaxys 3 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

in Dioxan: 2.55 μ(D)

Barassin; Annales de Chimie (Cachan, France); vol. 8; nb. 13; (1963); p. 637,664, View in Reaxys 4 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

in CCl4: 3.22 μ(D)

Barassin; Annales de Chimie (Cachan, France); vol. 8; nb. 13; (1963); p. 637,664, View in Reaxys 5 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

3.03 μ (D) <in Bzl.>; 2.55 μ (D) <in Dioxan>; 3.22 μ (D) <in CCl4>

Barassin; Annales de Chimie (Cachan, France); vol. 8; nb. 13; (1963); p. 637,664, View in Reaxys 6 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

bei 25grad in CCl4: 3.22

Barassin; Lumbroso; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 254; (1962); p. 863, View in Reaxys 7 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

bei 25grad in Bzl.: 3.03

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Barassin; Lumbroso; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 254; (1962); p. 863, View in Reaxys 8 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

bei 25grad in Dioxan: 2.55

Barassin; Lumbroso; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 254; (1962); p. 863, View in Reaxys 9 of 11

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

bei 25grad in CCl4: 3.22; in Bzl.: 3.03; in Dioxan: 2.55

Barassin; Lumbroso; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 254; (1962); p. 863, View in Reaxys 10 of 11

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

3.03

Method (Electrical Moment)

Dielectric constant (ε)

Solvent (Electrical Moment)

benzene

Barassin; Lumbroso; Bulletin de la Societe Chimique de France; (1959); p. 1947,1948, View in Reaxys 11 of 11

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

2.55

Method (Electrical Moment)

Dielectric constant (ε)

Solvent (Electrical Moment)

dioxane

Barassin; Lumbroso; Bulletin de la Societe Chimique de France; (1959); p. 1947,1948, View in Reaxys Electrochemical Behaviour (1) Description (Elec- Comment (Electrotrochemical Behav- chemical Behaviour) iour)

References

Stability constant

Luz et al.; Helvetica Chimica Acta; vol. 38; (1955); p. 1114,1116, View in Reaxys

der Komplexe(1:1)mit Kupfer(2+) und mit Nickel(2+) in wss.Loesung bei 25grad.

Electrochemical Characteristics (2) 1 of 2

Description (Electrochemical Characteristics)

polarographic half-wave potential

Kondratov; Novikov; Russian Journal of Physical Chemistry; vol. 45; (1971); p. 1259, View in Reaxys 2 of 2

Description (Electrochemical Characteristics)

oxidation potential

Pozdeeva; Novikov; J. Appl. Chem. USSR (Engl. Transl.); vol. 42; (1969); p. 2626,2487, View in Reaxys Further Information (12) Description (FurReferences ther Information) Further information Lindemann; Zundel; Journal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics; vol. 73; (1977); p. 788,792, View in Reaxys

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Further information Tissier; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 272; (1971); p. 527, View in Reaxys Further information Udovenko; Pilipenko; Sov. Prog. Chem. (Engl. Transl.); vol. 37; nb. 6; (1971); p. 530,9, View in Reaxys Further information Pigenet et al.; Bulletin de la Societe Chimique de France; (1969); p. 361, View in Reaxys Further information Chilton; Butler; The Journal of organic chemistry; vol. 32; nb. 4; (1967); p. 1270 - 1272, View in Reaxys Further information Grandberg et al.; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 2; (1966); p. 421,422; Khimiya Geterotsiklicheskikh Soedinenii; vol. 2; (1966); p. 561, View in Reaxys Further information Kasuga; Taguchi; Chemical and Pharmaceutical Bulletin; vol. 13; (1965); p. 233,239, View in Reaxys Further information Murakami; Takagi; Bulletin of the Chemical Society of Japan; vol. 38; (1965); p. 828,829, View in Reaxys Further information Porai-Koschiz et al.; J. Appl. Chem. USSR (Engl. Transl.); vol. 37; (1964); p. 1081,1080, View in Reaxys Further information Bruegel; Zeitschrift fuer Elektrochemie; vol. 66; (1962); p. 159,171, View in Reaxys Further information Schaetzle; Rottenberg; Helvetica Chimica Acta; vol. 45; (1962); p. 1008,1010, View in Reaxys Further information Oae et al.; Chemistry and Industry (London, United Kingdom); (1961); p. 515, View in Reaxys Liquid Phase (1) Description (Liquid References Phase) Self-association in solution

Lomas, John S.; Adenier, Alain; Cordier, Christine; Journal of Physical Organic Chemistry; vol. 19; nb. 5; (2006); p. 295 - 307, View in Reaxys

Liquid/Liquid Systems (MCS) (1) 1 of 1

Description (Liquid/Liquid Distribution between solvent 1 + 2 Systems (MCS)) Temperature (Liquid/ Liquid Systems (MCS)) [°C]

Partner (Liquid/Liquid Systems (MCS))

n-octanol, water

Mayer; Testa; Van de Waterbeemd; Bornand-Crausaz; European Journal of Medicinal Chemistry; vol. 17; nb. 5; (1982); p. 453 - 459, View in Reaxys Molecular Deformation (1) Description (MoReferences lecular Deformation) Fundamental vibra- Shindo et al.; Journal of Inorganic and Nuclear Chemistry; vol. 27; (1965); p. 871,873, View in Reaxys tions Solubility (MCS) (1) 1 of 1

Comment (Solubility (MCS))

soluble in n-hexane

Yamaguchi, Kazuya; Kobayashi, Hiroaki; Wang, Ye; Oishi, Takamichi; Ogasawara, Yoshiyuki; Mizuno, Noritaka; Catalysis Science and Technology; vol. 3; nb. 2; (2013); p. 318 - 327, View in Reaxys Surface Tension (1) References Kyte et al.; Journal of the Chemical Society; (1960); p. 4454,4467, View in Reaxys NMR Spectroscopy (34) 1 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

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Chen, Xi-Bo; Hu, Qiu-Peng; Yuan, Qian-Jia; Ding, Wei; Ren, Jiangmeng; Zeng, Bu-Bing; Tetrahedron Letters; vol. 53; nb. 29; (2012); p. 3798 - 3801, View in Reaxys; Wang, Anwei; Yang, Zhiyong; Liu, Jidan; Gui, Qingwen; Chen, Xiang; Tan, Ze; Shi, Ji-Cheng; Synthetic Communications; vol. 44; nb. 2; (2014); p. 280 - 288, View in Reaxys; Zhao, Mengdi; Xie, Weilong; Cui, Chunming; Chemistry - A European Journal; vol. 20; nb. 30; (2014); p. 9259 - 9262, View in Reaxys; Wekesa, Francis S.; Arias-Ugarte, Renzo; Kong, Lydia; Sumner, Zachary; McGovern, Gregory P.; Findlater, Michael; Organometallics; vol. 34; nb. 20; (2015); p. 5051 - 5056, View in Reaxys; Prasanth; Joseph, Ebbin; Abhijith; Nair; Ibnusaud, Ibrahim; Raskatov, Jevgenij; Singaram, Bakthan; Journal of Organic Chemistry; vol. 83; nb. 3; (2018); p. 1431 - 1440, View in Reaxys 2 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Location

supporting information

Dieskau, Andre P.; Begouin, Jeanne-Marie; Plietker, Bernd; European Journal of Organic Chemistry; nb. 27; (2011); p. 5291 - 5296, View in Reaxys; Zheng, Tingting; Li, Junye; Zhang, Shumiao; Xue, Benjing; Sun, Hongjian; Li, Xiaoyan; Fuhr, Olaf; Fenske, Dieter; Organometallics; vol. 35; nb. 20; (2016); p. 3538 - 3545, View in Reaxys 4 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

neat liquid

Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Wang, Lin; Zhang, Guangyou; Kodama, Koichi; Hirose, Takuji; Green Chemistry; vol. 18; nb. 5; (2016); p. 1229 - 1233, View in Reaxys 5 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dichloromethane-d2

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Ogata, Osamu; Nakayama, Yuji; Nara, Hideki; Fujiwhara, Mitsuhiko; Kayaki, Yoshihito; Organic Letters; vol. 18; nb. 15; (2016); p. 3894 - 3897, View in Reaxys

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6 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dichloromethane-d2

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Ogata, Osamu; Nakayama, Yuji; Nara, Hideki; Fujiwhara, Mitsuhiko; Kayaki, Yoshihito; Organic Letters; vol. 18; nb. 15; (2016); p. 3894 - 3897, View in Reaxys 7 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

23.24

Frequency (NMR Spectro- 300.1 scopy) [MHz] Location

supporting information

Sunderland, James R.; Tao, Xingjian; Butrick, Elizabeth E.; Keilich, Lauren C.; Villa, Christine E.; Miecznikowski, John R.; Jain, Swapan S.; Polyhedron; vol. 114; (2016); p. 145 - 151, View in Reaxys 8 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Tsai, Bing-Chen; Liu, Yi-Hung; Peng, Shie-Ming; Liu, Shiuh-Tzung; European Journal of Inorganic Chemistry; vol. 2016; nb. 17; (2016); p. 2783 - 2790, View in Reaxys 9 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Tsai, Bing-Chen; Liu, Yi-Hung; Peng, Shie-Ming; Liu, Shiuh-Tzung; European Journal of Inorganic Chemistry; vol. 2016; nb. 17; (2016); p. 2783 - 2790, View in Reaxys 10 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Location

supporting information

Zheng, Tingting; Li, Junye; Zhang, Shumiao; Xue, Benjing; Sun, Hongjian; Li, Xiaoyan; Fuhr, Olaf; Fenske, Dieter; Organometallics; vol. 35; nb. 20; (2016); p. 3538 - 3545, View in Reaxys

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11 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Radi, Smaail; Tighadouini, Said; Bacquet, Maryse; Degoutin, Stéphanie; Janus, Ludovic; Mabkhot, Yahia N.; RSC Advances; vol. 6; nb. 86; (2016); p. 82505 - 82514, View in Reaxys 12 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Radi, Smaail; Tighadouini, Said; Bacquet, Maryse; Degoutin, Stéphanie; Janus, Ludovic; Mabkhot, Yahia N.; RSC Advances; vol. 6; nb. 86; (2016); p. 82505 - 82514, View in Reaxys 13 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 101 scopy) [MHz] Location

supporting information

Zhao, Mengdi; Xie, Weilong; Cui, Chunming; Chemistry - A European Journal; vol. 20; nb. 30; (2014); p. 9259 - 9262, View in Reaxys; Wekesa, Francis S.; Arias-Ugarte, Renzo; Kong, Lydia; Sumner, Zachary; McGovern, Gregory P.; Findlater, Michael; Organometallics; vol. 34; nb. 20; (2015); p. 5051 - 5056, View in Reaxys 14 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

19.8

Frequency (NMR Spectro- 396 scopy) [MHz] Location

supporting information

Hamasaka, Go; Tsuji, Hiroaki; Uozumi, Yasuhiro; Synlett; vol. 26; nb. 14; (2015); p. 2037 - 2041; Art.No: ST-2015-B0414L, View in Reaxys 15 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

20.4

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

20/31

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Hamasaka, Go; Tsuji, Hiroaki; Uozumi, Yasuhiro; Synlett; vol. 26; nb. 14; (2015); p. 2037 - 2041; Art.No: ST-2015-B0414L, View in Reaxys 16 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Roy, Sudipta Raha; Sau, Samaresh Chandra; Mandal, Swadhin K.; Journal of Organic Chemistry; vol. 79; nb. 19; (2014); p. 9150 - 9160, View in Reaxys 18 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Roy, Sudipta Raha; Sau, Samaresh Chandra; Mandal, Swadhin K.; Journal of Organic Chemistry; vol. 79; nb. 19; (2014); p. 9150 - 9160, View in Reaxys 19 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

water-d2

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 300.13 scopy) [MHz] Barszcz, Barbara; Masternak, Joanna; Hodorowicz, Maciej; Matczak-Jon, Ewa; Jablonska-Wawrzycka, Agnieszka; Stadnicka, Katarzyna; Zienkiewicz, Malgorzata; Krolewska, Karolina; Kazmierczak-Baranska, Julia; Inorganica Chimica Acta; vol. 399; (2013); p. 85 - 94, View in Reaxys 20 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

water-d2

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 75.46 scopy) [MHz]

21/31

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Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

21.84

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Castro, Luis C. Misal; Bezier, David; Sortais, Jean-Baptiste; Darcel, Christophe; Advanced Synthesis and Catalysis; vol. 353; nb. 8; (2011); p. 1279 - 1284, View in Reaxys 22 of 34

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

22.84

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Castro, Luis C. Misal; Bezier, David; Sortais, Jean-Baptiste; Darcel, Christophe; Advanced Synthesis and Catalysis; vol. 353; nb. 8; (2011); p. 1279 - 1284, View in Reaxys 23 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 250 scopy) [MHz] Dieskau, Andre P.; Begouin, Jeanne-Marie; Plietker, Bernd; European Journal of Organic Chemistry; nb. 27; (2011); p. 5291 - 5296, View in Reaxys 24 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 63 scopy) [MHz] Dieskau, Andre P.; Begouin, Jeanne-Marie; Plietker, Bernd; European Journal of Organic Chemistry; nb. 27; (2011); p. 5291 - 5296, View in Reaxys 25 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

22/31

2018-04-04 15:03:08

Solvents (NMR Spectroscopy)

benzene-d6

Temperature (NMR Spectroscopy) [°C]

24.85

Lomas, John S.; Adenier, Alain; Cordier, Christine; Journal of Physical Organic Chemistry; vol. 19; nb. 5; (2006); p. 295 307, View in Reaxys 26 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 125 scopy) [MHz] Garrett, Mark D.; Scott, Robin; Sheldrake, Gary N.; Dalton, Howard; Goode, Paul; Organic and Biomolecular Chemistry; vol. 4; nb. 14; (2006); p. 2710 - 2715, View in Reaxys 27 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 500 scopy) [MHz] Garrett, Mark D.; Scott, Robin; Sheldrake, Gary N.; Dalton, Howard; Goode, Paul; Organic and Biomolecular Chemistry; vol. 4; nb. 14; (2006); p. 2710 - 2715, View in Reaxys 28 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300 scopy) [MHz] Dey, Subrata Kumar; Choudhury, Chirantan Roy; Dey, Sankar Prasad; Dey, Dilip Kumar; Mondal, Nijhuma; Mahalli, S. Ozra Ghodsi; Malik, K.M. Abdul; Mitra, Samiran; Journal of Chemical Research - Part S; nb. 10; (2002); p. 496 - 499, View in Reaxys; Kushwah, Nisha P.; Dutta, Dimple P.; Jain, Vimal K.; Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry; vol. 43; nb. 3; (2004); p. 535 - 538, View in Reaxys 29 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 75 scopy) [MHz] Kushwah, Nisha P.; Dutta, Dimple P.; Jain, Vimal K.; Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry; vol. 43; nb. 3; (2004); p. 535 - 538, View in Reaxys 30 of 34

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

23/31

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Frequency (NMR Spectro- 300 scopy) [MHz] Kushwah, Nisha P.; Dutta, Dimple P.; Jain, Vimal K.; Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry; vol. 43; nb. 3; (2004); p. 535 - 538, View in Reaxys 31 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Barnes, John H.; Hartley, Frank R.; Jones, Christopher E. L.; Tetrahedron; vol. 38; nb. 22; (1982); p. 3277 - 3280, View in Reaxys; Meyer, Norbert; Seebach, Dieter; Chemische Berichte; vol. 113; nb. 4; (1980); p. 1290 - 1303, View in Reaxys; Visalakshi, R.; Jain, V. K.; Rao, G. S.; Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical; vol. 27; nb. 5; (1988); p. 427 - 429, View in Reaxys; Visalakshi, R.; Jain, V. K.; Kulshreshtha, S. K.; Rao, G. S.; Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical; vol. 28; nb. 9; (1989); p. 767 - 770, View in Reaxys; Kinoshita; Ohishi; Journal of Heterocyclic Chemistry; vol. 31; nb. 6; (1994); p. 1599 - 1603, View in Reaxys; Lukevics; Shmukste; Iovel'; Ignatovich; Chemistry of Heterocyclic Compounds; vol. 34; nb. 6; (1998); p. 734 - 736, View in Reaxys 32 of 34

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Visalakshi, R.; Jain, V. K.; Kulshreshtha, S. K.; Rao, G. S.; Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical; vol. 28; nb. 9; (1989); p. 767 - 770, View in Reaxys 33 of 34

Description (NMR Spectroscopy)

NMR

Buratti,W. et al.; Tetrahedron; vol. 27; (1971); p. 3655 - 3668, View in Reaxys; Murakami; Sunamoto; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1973); p. 1231, View in Reaxys; Brown et al.; Journal of Organic Chemistry; vol. 37; (1972); p. 3712,3716, View in Reaxys; Hughes; Prince; Journal of Inorganic and Nuclear Chemistry; vol. 40; (1978); p. 719,720-722, View in Reaxys; Huang; Chen; Journal of the Chinese Chemical Society (Taipei, Taiwan); vol. 21; (1974); p. II-235,236,238, View in Reaxys 34 of 34

Description (NMR Spectroscopy)

Chemical shifts

Comment (NMR Spectroscopy)

(-OH) (Tab.1)

Murakami; Sunamoto; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1973); p. 1231, View in Reaxys IR Spectroscopy (26) 1 of 26

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-13.16

Location

supporting information

Titova, Ekaterina M.; Osipova, Elena S.; Gulyaeva, Ekaterina S.; Torocheshnikov, Vladimir N.; Pavlov, Aleksandr A.; Silantyev, Gleb A.; Filippov, Oleg A.; Shubina, Elena S.; Belkova, Natalia V.; Journal of Organometallic Chemistry; vol. 827; (2017); p. 86 - 95, View in Reaxys 2 of 26

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-23.16

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Location

supporting information

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-3.16

Location

supporting information

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-33.16

Location

supporting information

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-43.16

Location

supporting information

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-53.16

Location

supporting information

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-63.16

Location

supporting information

Description (IR Spectroscopy)

Spectrum

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Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-73.16

Location

supporting information

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

16.84

Location

supporting information

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

6.84

Location

supporting information

Description (IR Spectroscopy)

Bands; Spectrum

Solvent (IR Spectroscopy)

dichloromethane

Temperature (IR Spectroscopy) [°C]

-83.16

Location

supporting information

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Caglar, Bulent; Cirak, Cagri; Tabak, Ahmet; Afsin, Beytullah; Eren, Erdal; Journal of Molecular Structure; vol. 1032; (2013); p. 12 - 22, View in Reaxys; Radi, Smaail; Tighadouini, Said; Bacquet, Maryse; Degoutin, Stéphanie; Janus, Ludovic; Mabkhot, Yahia N.; RSC Advances; vol. 6; nb. 86; (2016); p. 82505 - 82514, View in Reaxys 13 of 26

Description (IR Spectroscopy)

Intensity of IR bands; Bands

Solvent (IR Spectroscopy)

potassium bromide

Golchoubian, Hamid; Kazemi, Sekineh; Journal of Coordination Chemistry; vol. 69; nb. 3; (2016); p. 447 - 457, View in Reaxys 14 of 26

Description (IR Spectroscopy)

Intensity of IR bands; ATR (attenuated total reflectance); Bands; Spectrum

Sayin, Elvan; Kürkçüoǧlu, Güneş Süheyla; Yeşilel, Okan Zafer; Taş, Murat; Öztürk, Mustafa; Yerli, Yusuf; Polyhedron; vol. 115; (2016); p. 67 - 75, View in Reaxys 15 of 26

Description (IR Spectroscopy)

Intensity of IR bands; Bands

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Location

supporting information

Description (IR Spectroscopy)

Reflection spectrum; Bands; Spectrum

Solvent (IR Spectroscopy)

neat (no solvent, solid phase)

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

film

Dieskau, Andre P.; Begouin, Jeanne-Marie; Plietker, Bernd; European Journal of Organic Chemistry; nb. 27; (2011); p. 5291 - 5296, View in Reaxys 18 of 26

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

CCl4

Temperature (IR Spectroscopy) [°C]

24.85

Comment (IR Spectroscopy)

concentration dependence

Lomas, John S.; Adenier, Alain; Cordier, Christine; Journal of Physical Organic Chemistry; vol. 19; nb. 5; (2006); p. 295 307, View in Reaxys 19 of 26

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Temperature (IR Spectroscopy) [°C]

24.85

Lomas, John S.; Adenier, Alain; Cordier, Christine; Journal of Physical Organic Chemistry; vol. 19; nb. 5; (2006); p. 295 307, View in Reaxys 20 of 26

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

3700 - 3100 cm**(-1)

Barnes, John H.; Hartley, Frank R.; Jones, Christopher E. L.; Tetrahedron; vol. 38; nb. 22; (1982); p. 3277 - 3280, View in Reaxys 21 of 26

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

3230 - 1005 cm**(-1)

Meyer, Norbert; Seebach, Dieter; Chemische Berichte; vol. 113; nb. 4; (1980); p. 1290 - 1303, View in Reaxys 22 of 26

Description (IR Spectroscopy)

Isaac et al.; Applied Spectroscopy; vol. 17; (1963); p. 90,93, View in Reaxys; Kuhn et al.; Journal of the American Chemical Society; vol. 91; (1969); p. 4790, View in Reaxys; Udovenko et al.; Sov. Prog. Chem. (Engl. Transl.); vol. 36; nb. 1; (1970); p. 3,1,2,3, View in Reaxys; Tissier; Tissier; Bulletin de la Societe Chimique de France; (1967); p. 3155,3158,3160, View in Reaxys; Hughes; Prince; Journal of Inorganic and Nuclear Chemistry; vol. 40; (1978); p. 719,720-722, View in Reaxys; Huang; Chen; Journal of the Chinese Chemical Society (Taipei, Taiwan); vol. 21; (1974); p. II-235,236,238, View in Reaxys 23 of 26

Description (IR Spectroscopy)

Spectrum

27/31

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Schmid; Joeckle; Spectrochimica Acta; vol. 22; (1966); p. 1645,1648, View in Reaxys; Sessler; Zundel; Zeitschrift fuer Physikalische Chemie (Muenchen, Germany); vol. 79; (1972); p. 180,186, View in Reaxys; Shindo et al.; Journal of Inorganic and Nuclear Chemistry; vol. 27; (1965); p. 871,873, View in Reaxys; Udovenko et al.; Sov. Prog. Chem. (Engl. Transl.); vol. 33; nb. 5; (1967); p. 429,7,11, View in Reaxys; Udovenko; Pilipenko; Sov. Prog. Chem. (Engl. Transl.); vol. 37; nb. 6; (1971); p. 530,9, View in Reaxys; Katritzky et al.; Journal of the American Chemical Society; vol. 91; (1969); p. 628, View in Reaxys 24 of 26

Description (IR Spectroscopy)

Bands

Schmid; Joeckle; Spectrochimica Acta; vol. 22; (1966); p. 1645,1648, View in Reaxys; Shindo et al.; Journal of Inorganic and Nuclear Chemistry; vol. 27; (1965); p. 871,873, View in Reaxys 25 of 26

Description (IR Spectroscopy)

Intensity of IR bands

Schmid; Joeckle; Spectrochimica Acta; vol. 22; (1966); p. 1645,1648, View in Reaxys 26 of 26

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

Comment (IR Spectroscopy)

2950 - 996 cm**(-1)

Katritzky; Hands; Journal of the Chemical Society; (1958); p. 2202, View in Reaxys Mass Spectrometry (5) Description (Mass Location Spectrometry) spectrum

References Radi, Smaail; Tighadouini, Said; Bacquet, Maryse; Degoutin, Stéphanie; Janus, Ludovic; Mabkhot, Yahia N.; RSC Advances; vol. 6; nb. 86; (2016); p. 82505 - 82514, View in Reaxys

electron impact (EI); spectrum

supporting informa- Hamasaka, Go; Tsuji, Hiroaki; Uozumi, Yasuhiro; Synlett; vol. 26; nb. 14; (2015); p. 2037 tion 2041; Art.No: ST-2015-B0414-L, View in Reaxys

EI (Electron impact); Spectrum

Dieskau, Andre P.; Begouin, Jeanne-Marie; Plietker, Bernd; European Journal of Organic Chemistry; nb. 27; (2011); p. 5291 - 5296, View in Reaxys

spectrum; electron impact (EI)

Garrett, Mark D.; Scott, Robin; Sheldrake, Gary N.; Dalton, Howard; Goode, Paul; Organic and Biomolecular Chemistry; vol. 4; nb. 14; (2006); p. 2710 - 2715, View in Reaxys Buratti,W. et al.; Tetrahedron; vol. 27; (1971); p. 3655 - 3668, View in Reaxys; Hughes; Prince; Journal of Inorganic and Nuclear Chemistry; vol. 40; (1978); p. 719,720-722, View in Reaxys

UV/VIS Spectroscopy (4) 1 of 4

Description (UV/VIS Spectroscopy)

Absorption maxima

Absorption Maxima (UV/ VIS) [nm]

285

Awasthi, S. K.; Khanna, V.; Watal, G.; Misra, K.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 32; nb. 9; (1993); p. 916 - 919, View in Reaxys 2 of 4

Description (UV/VIS Spectroscopy)

Absorption maxima

Coombes; Johnson; Journal of the Chemical Society [Section] A: Inorganic, Physical, Theoretical; (1966); p. 177, View in Reaxys 3 of 4

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

H2O; hexane

Comment (UV/VIS Spectroscopy)

220 - 290 nm

Hata; Bulletin of the Chemical Society of Japan; vol. 31; (1958); p. 224,225, View in Reaxys 4 of 4

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

ethanol

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Comment (UV/VIS Spectroscopy)

220 - 290 nm

Hata; Bulletin of the Chemical Society of Japan; vol. 31; (1958); p. 224,225, View in Reaxys Raman Spectroscopy (1) Description (Ram- Location an Spectroscopy) Bands

References

supporting informa- Barszcz, Barbara; Masternak, Joanna; Hodorowicz, Maciej; Matczak-Jon, Ewa; Jablonskation Wawrzycka, Agnieszka; Stadnicka, Katarzyna; Zienkiewicz, Malgorzata; Krolewska, Karolina; Kazmierczak-Baranska, Julia; Inorganica Chimica Acta; vol. 399; (2013); p. 85 - 94, View in Reaxys

Luminescence Spectroscopy (1) Description (Lumi- References nescence Spectroscopy) Luminescence

Yilmaz, Veysel T.; Soyer, Eda; Buyukgungor, Orhan; Journal of Organometallic Chemistry; vol. 694; nb. 20; (2009); p. 3306 - 3311, View in Reaxys

Ecotoxicology (4) 1 of 4

Effect (Ecotoxicology)

toxicity to birds

Species or Test-System (Ecotoxicology)

avian species

Route of Application

peroral

Method (Ecotoxicology)

number of species - 3; acute toxicity values obtained from published and unpublished studies from the Denver Wildlife Research Center, and from RTECS database; data restricted to oral exposure; simple linear regression model

Type (Ecotoxicology)

allometric scaling factor

Value of Type (Ecotoxicol- 2.856 demensionless ogy) Sample; Arenal; Bulletin of Environmental Contamination and Toxicology; vol. 62; nb. 6; (1999); p. 653 - 663, View in Reaxys 2 of 4

Effect (Ecotoxicology)

enzyme; inhibition of

Species or Test-System (Ecotoxicology)

barley malt ε-amylase

Method (Ecotoxicology)

standard assay, pH 5

Further Details (Ecotoxicology)

acarbose (IC50 9.2E-5 mol/l) used as reference compound

Comment (Ecotoxicology) No effect Sakagami, Yoshikazu; Tsujibo, Hiroshi; Hirai, Yuka; Yamada, Takeshi; Numata, Atsushi; Inamori, Yoshihiko; Biological and Pharmaceutical Bulletin; vol. 22; nb. 11; (1999); p. 1234 - 1236, View in Reaxys 3 of 4

Effect (Ecotoxicology)

germination effect

Species or Test-System (Ecotoxicology)

Brassica campestris seeds

Concentration (Ecotoxicology)

0.0003 - 0.001 mol/l

Method (Ecotoxicology)

effect of title comp. on root growth assayed; observation time: 7 d; 27 deg C; 20 seeds/group

Further Details (Ecotoxicology)

2,4-dichlorophenoxyacetate used as reference compound; root growth in control group at 5.0E-4 mol/l: 42.2 mm

Results

at 3.0E-4 mol/l dose root growth of 40.8 mm was observed, at 5.0E-4 mol/l root length was 35.6 mm, at 1.0E-3 mol/l root length was 34.9 mm

Effect (Ecotoxicology)

chlorophyll content; modulation of

Species or Test-System (Ecotoxicology)

Brassica campestris cotyledons

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Concentration (Ecotoxicology)

0.0003 - 0.001 mol/l

Method (Ecotoxicology)

effect of title comp. on chlorophyll content assayed; observation time: 7 d; 27 deg C; illumination time: 12h/d

Further Details (Ecotoxicology)

2,4-dichlorophenoxyacetate used as reference compound

Results

treatment with title comp. caused changes of total chlorophyll to 25.56, 16.55, 10.69 percent (control: 18.98 percent), chlorophyll a to 19.85, 13.04, 7.82 percent (control: 14.01 percent), and chlorophyll b to 5.70, 3.53, 2.88 percent (control: 4.99 percent), for 3E-4, 5E-4, and 1E-3 mol/l

Sakagami, Yoshikazu; Tsujibo, Hiroshi; Hirai, Yuka; Yamada, Takeshi; Numata, Atsushi; Inamori, Yoshihiko; Biological and Pharmaceutical Bulletin; vol. 22; nb. 11; (1999); p. 1234 - 1236, View in Reaxys Quantum Chemical Calculations (1) Calculated Proper- Method (Quantum ties Chemical Calculations) IR bands, intensities, transition moments

Ab initio calcns. (LCAO, GO SCF, DIM, SAMO, X-à, Hartree-Fock)

References

Caglar, Bulent; Cirak, Cagri; Tabak, Ahmet; Afsin, Beytullah; Eren, Erdal; Journal of Molecular Structure; vol. 1032; (2013); p. 12 - 22, View in Reaxys

Medchem (6) 1 of 6

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

107849View in Reaxys

Substance Name

1419197

Qualitative Results

no inhibition of adipocyte adenylate cyclase up to 300 μmol/l; no stimulation of the GTPase up to 300 μmol/l

Measurement Parameter

Qualitative

Aktories; Schultz; Jackobs; Arzneimittel-Forschung/Drug Research; vol. 33; nb. 11; (1983); p. 1525 - 1527, View in Reaxys 2 of 6

Substance Effect

Toxic

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Target : avian speciesBioassay : number of species - 3; acute toxicity values obtained from published and unpublished studies from the Denver Wildlife Research Center, and from RTECS database; data restricted to oral exposure; simple linear regression model

Substance RN

107849View in Reaxys

Substance Name

1419197

Substance Route of Adm.

oral administration

Qualitative Results

allometric scaling factor 2.856 demensionless

Measurement Parameter

Qualitative

Quantitative value

2.856

Sample; Arenal; Bulletin of Environmental Contamination and Toxicology; vol. 62; nb. 6; (1999); p. 653 - 663, View in Reaxys 3 of 6

Substance Effect

Genotoxic

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Cells/Cell Lines

HL-60 cell line

Substance RN

107849View in Reaxys

Substance Name

1419197

Measurement Parameter

Qualitative

Qualitative value

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Ogata; Inoue; Iwata; Okumura; Taguchi; Bioscience, biotechnology, and biochemistry; vol. 65; nb. 10; (2001); p. 2337 2339, View in Reaxys 4 of 6

Bioassay Category

In Vivo (Animal models)

Bioassay Details

Effect of the compound on hypoglycemic activity in rats by oral administration at a dose of 150 mg/Kg after 1 hour, expressed as percent difference between the mean change in control and test

Biological Species/NCBI ID

Rattus norvegicus

Substance RN

107849View in Reaxys

Substance Route of Adm.

oral administration

Measurement Parameter

Unit

Measurement Object

change

Qualitative value

Quantitative value

Blank; DiTullio; Krog; Saunders; Journal of medicinal chemistry; vol. 22; nb. 7; (1979); p. 840 - 844, View in Reaxys 5 of 6

Bioassay Category

In Vivo (Animal models)

Bioassay Details

Effect of the compound on hypoglycemic activity in rats by oral administration at a dose of 150 mg/Kg after 4 hour, expressed as percent difference between the mean change in control and test

Biological Species/NCBI ID

Rattus norvegicus

Substance RN

107849View in Reaxys

Substance Route of Adm.

oral administration

Measurement Parameter

Unit

Measurement Object

change

Qualitative value

Quantitative value

Blank; DiTullio; Krog; Saunders; Journal of medicinal chemistry; vol. 22; nb. 7; (1979); p. 840 - 844, View in Reaxys 6 of 6

Bioassay Category

In Vivo (Animal models)

Bioassay Details

Effect of the compound on hypoglycemic activity in rats by oral administration at a dose of 150 mg/Kg after 2 hour, expressed as percent difference between the mean change in control and test

Biological Species/NCBI ID

Rattus norvegicus

Substance RN

107849View in Reaxys

Substance Route of Adm.

oral administration

Measurement Parameter

Unit

Measurement Object

change

Qualitative value

Quantitative value

Blank; DiTullio; Krog; Saunders; Journal of medicinal chemistry; vol. 22; nb. 7; (1979); p. 840 - 844, View in Reaxys

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