Hexanophenone (1-Phenyl-1-hexanone) [C12H16O] by Asch

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2018-05-06 22h:28m:47s (UTC)

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Search as: As drawn ) AND (IDE.XRN=1908667))

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2018-05-06 22:29:23

Reaxys ID 1908667 View in Reaxys

1/1 CAS Registry Number: 942-92-7 Chemical Name: caprophenone; Caprophenon; Hexanophenone Linear Structure Formula: C3H6C9H10O Molecular Formula: C12H16O Molecular Weight: 176.258 Type of Substance: isocyclic InChI Key: MAHPVQDVMLWUAG-UHFFFAOYSA-N Note:

Substance Label (76) Label References 3j

Rodríguez-Álvarez, María J.; García-Álvarez, Joaquín; Uzelac, Marina; Fairley, Michael; O'Hara, Charles T.; Hevia, Eva; Chemistry - A European Journal; vol. 24; nb. 7; (2018); p. 1720 - 1725, View in Reaxys

Endo, Naoki; Inoue, Mami; Iwasawa, Tetsuo; European Journal of Organic Chemistry; vol. 2018; nb. 9; (2018); p. 1136 - 1140, View in Reaxys

Siqueira Filho, Ezequias P.; Rodrigues, J.Augusto R.; Moran, Paulo J.S.; Tetrahedron Asymmetry; vol. 12; nb. 6; (2001); p. 847 - 852, View in Reaxys; Patent; Henan Normal University; Zhang Xinying; Wang Qianqian; Fan Xuesen; Wang Zhangxin; (12 pag.); CN107141209; (2017); (A) Chinese, View in Reaxys

Zheng, Qing-Zhong; Liang, Yu-Feng; Qin, Chong; Jiao, Ning; Chemical Communications; vol. 49; nb. 50; (2013); p. 5654 - 5656, View in Reaxys; Yoneyama, Hiroki; Numata, Masahiro; Uemura, Kenji; Usami, Yoshihide; Harusawa, Shinya; Journal of Organic Chemistry; vol. 82; nb. 11; (2017); p. 5538 - 5556, View in Reaxys

Kim, Jungwon; Hong, Soon Hyeok; Chemical Science; vol. 8; nb. 3; (2017); p. 2401 - 2406, View in Reaxys

Piehl, Patrick; Peña-López, Miguel; Frey, Anna; Neumann, Helfried; Beller, Matthias; Chemical Communications; vol. 53; nb. 22; (2017); p. 3265 - 3268, View in Reaxys

3am

Liu, Shi-Yuan; Xu, Lin-Yan; Liu, Chun-Yu; Ren, Zhi-Gang; Young, David James; Lang, Jian-Ping; Tetrahedron; vol. 73; nb. 17; (2017); p. 2374 - 2381, View in Reaxys

Wei, Wei; Dai, Xi-Jie; Wang, Haining; Li, Chenchen; Yang, Xiaobo; Li, Chao-Jun; Chemical Science; vol. 8; nb. 12; (2017); p. 8193 - 8197, View in Reaxys

Jiménez, M. Victoria; Fernández-Tornos, Javier; Modrego, F. Javier; Pérez-Torrente, Jesús J.; Oro, Luis A.; Chemistry - A European Journal; vol. 21; nb. 49; (2015); p. 17877 - 17889, View in Reaxys; Chakrabarti, Kaushik; Paul, Bhaskar; Maji, Milan; Roy, Bivas Chandra; Shee, Sujan; Kundu, Sabuj; Organic and Biomolecular Chemistry; vol. 14; nb. 46; (2016); p. 10988 - 10997, View in Reaxys

La Sorella, Giorgio; Sperni, Laura; Ballester, Pablo; Strukul, Giorgio; Scarso, Alessandro; Catalysis Science and Technology; vol. 6; nb. 15; (2016); p. 6031 - 6036, View in Reaxys

Maazaoui, Radhouan; Pin-Nó, María; Gervais, Kevin; Abderrahim, Raoudha; Ferreira, Franck; Perez-Luna, Alejandro; Chemla, Fabrice; Jackowski, Olivier; European Journal of Organic Chemistry; vol. 2016; nb. 34; (2016); p. 5732 - 5737, View in Reaxys

4b&a%

Weerasiri, Kushan C.; Chen, Danmin; Wozniak, Derek I.; Dobereiner, Graham E.; Advanced Synthesis and Catalysis; vol. 358; nb. 24; (2016); p. 4106 - 4113, View in Reaxys

XIII-1

Patent; Hefei Industrial Pharmaceutical Institute Co., Ltd.; China Pharmaceutical University; NANJING MEDICAL INDUSTRY MEDICAL TECHNOLOGY CO LTD;; Xu, Yungen; Liu, Wei; He, Guangwei; Yang, Yun; Bian, Xueguo; (9 pag.); CN103408501; (2016); (B) Chinese, View in Reaxys

Ang, Wei Jie; Lam, Yulin; Organic and Biomolecular Chemistry; vol. 13; nb. 4; (2015); p. 1048 - 1052, View in Reaxys

11f

Ang, Wei Jie; Chng, Yong Sheng; Lam, Yulin; RSC Advances; vol. 5; nb. 99; (2015); p. 81415 - 81428, View in Reaxys

4c; P1

Yousuf, Md; Das, Tuluma; Adhikari, Susanta; New Journal of Chemistry; vol. 39; nb. 11; (2015); p. 8763 - 8770, View in Reaxys

Elangovan, Saravanakumar; Sortais, Jean-Baptiste; Beller, Matthias; Darcel, Christophe; Angewandte Chemie International Edition; vol. 54; nb. 48; (2015); p. 14483 - 14486; Angew. Chem.; vol. 127; nb. 48; (2015); p. 14691 14694,4, View in Reaxys

2/32

2018-05-06 22:29:23

Cho, Chan Sik; Kim, Bok Tae; Lee, Myung Jin; Kim, Tae-Jeong; Shim, Sang Chul; Angewandte Chemie, International Edition; vol. 40; nb. 5; (2001); p. 958 - 960; Angewandte Chemie; vol. 113; (2001); p. 984 - 986, View in Reaxys; Gossen, Lukas J.; Ghosh, K.; Angewandte Chemie, International Edition; vol. 40; nb. 18; (2001); p. 3458 - 3460; Angewandte Chemie; vol. 40; nb. 18; (2001); p. 3458 - 3468, View in Reaxys; Gano, James E.; Osborn III; Kodali, Nagendra; Sekher, Padmanabhan; Liu, Min; Luzik Jr., Eddie D.; Journal of Organic Chemistry; vol. 68; nb. 9; (2003); p. 3710 - 3713, View in Reaxys; Lavandera, Ivan; Kern, Alexander; Ferreira-Silva, Bianca; Glieder, Anton; De Wildeman, Stefaan; Kroutil, Wolfgang; Journal of Organic Chemistry; vol. 73; nb. 15; (2008); p. 6003 - 6005, View in Reaxys; Xu, Guoqiang; Li, Qiong; Feng, Jiange; Liu, Qiang; Zhang, Zuojun; Wang, Xicheng; Zhang, Xiaoyun; Mu, Xindong; ChemSusChem; vol. 7; nb. 1; (2014); p. 105 - 109, View in Reaxys; Yoon, Il Chul; Kim, Tae Gyun; Cho, Chan Sik; Organometallics; vol. 33; nb. 7; (2014); p. 1890 - 1892, View in Reaxys

3ca

Akhbar, Ahmed R.; Chudasama, Vijay; Fitzmaurice, Richard J.; Powell, Lyn; Caddick, Stephen; Chemical Communications; vol. 50; nb. 6; (2014); p. 743 - 746, View in Reaxys

Lee, Hyejeong; Sim, Yong-Kyun; Park, Jung-Woo; Jun, Chul-Ho; Chemistry - A European Journal; vol. 20; nb. 1; (2014); p. 323 - 333, View in Reaxys

Newman, Stephen G.; Gu, Lei; Lesniak, Christoph; Victor, Georg; Meschke, Frank; Abahmane, Lahbib; Jensen, Klavs F.; Green Chemistry; vol. 16; nb. 1; (2014); p. 176 - 180, View in Reaxys

Marui, Kuniaki; Higashiura, Yuuki; Kodama, Shintaro; Hashidate, Suguru; Nomoto, Akihiro; Yano, Shigenobu; Ueshima, Michio; Ogawa, Akiya; Tetrahedron; vol. 70; nb. 14; (2014); p. 2431 - 2438, View in Reaxys

12c

Fang, Weizhen; Presset, Marc; Guerinot, Amandine; Bour, Christophe; Bezzenine-Lafollee, Sophie; Gandon, Vincent; Chemistry - A European Journal; vol. 20; nb. 18; (2014); p. 5439 - 5446, View in Reaxys

Tang, Conghui; Jiao, Ning; Angewandte Chemie - International Edition; vol. 53; nb. 25; (2014); p. 6528 - 6532; Angew. Chem.; vol. 126; nb. 25; (2014); p. 6646 - 6650,5, View in Reaxys

1q'

Liu, Cuibo; Yin, Xuguang; Chang, Jing; Tang, Xiangyang; Zhang, Bin; Journal of Fluorine Chemistry; vol. 165; (2014); p. 101 - 108, View in Reaxys

Ito, Yoshikazu; Ohta, Hidetoshi; Yamada, Yoichi M.A.; Enoki, Toshiaki; Uozumi, Yasuhiro; Tetrahedron; nb. 36; (2014); p. 6146 - 6149, View in Reaxys; Ito, Yoshikazu; Ohta, Hidetoshi; Yamada, Yoichi M.A.; Enoki, Toshiaki; Uozumi, Yasuhiro; Tetrahedron; vol. 70; nb. 36; (2014); p. 6146 - 6149, View in Reaxys

Guo, Feng; Huang, Shiwen; Shan, Zixing; Zhao, Dejie; Journal of Chemical Research - Part S; nb. 6; (2000); p. 280 281, View in Reaxys; Sano, Shigeki; Takemoto, Yuka; Nagao, Yoshimitsu; Tetrahedron Letters; vol. 44; nb. 49; (2003); p. 8853 - 8855, View in Reaxys; Siddalingamurthy, Eranna; Mahadevan, Kittappa M.; Masagalli, Jagadeesh N.; Harishkumar, Hosanagara N.; Tetrahedron Letters; vol. 54; nb. 41; (2013); p. 5591 - 5596, View in Reaxys

3ah

Liang, Yu-Feng; Zhou, Xin-Feng; Tang, Shi-Ya; Huang, Yao-Bing; Feng, Yi-Si; Xu, Hua-Jian; RSC Advances; vol. 3; nb. 21; (2013); p. 7739 - 7742, View in Reaxys

Darwish, Moftah O.; Wallace, Alistair; Clarkson, Guy J.; Wills, Martin; Tetrahedron Letters; vol. 54; nb. 32; (2013); p. 4250 - 4253, View in Reaxys

Li, Jian; Zhang, Weixing; Wang, Feng; Jiang, Min; Dong, Xiaochun; Zhao, Weili; Chinese Journal of Chemistry; vol. 30; nb. 10; (2012); p. 2363 - 2366,4, View in Reaxys

Kuninobu, Yoichiro; Nishina, Yuta; Shouho, Makoto; Takai, Kazuhiko; Angewandte Chemie - International Edition; vol. 45; nb. 17; (2006); p. 2766 - 2768, View in Reaxys; Furuta, Akihiro; Nishiyama, Hisao; Tetrahedron Letters; vol. 49; nb. 1; (2008); p. 110 - 113, View in Reaxys

Ito, Jun-Ichi; Ujiie, Satoshi; Nishiyama, Hisao; Chemical Communications; nb. 16; (2008); p. 1923 - 1925, View in Reaxys

Le Bras, Gaelle; Provot, Olivier; Peyrat, Jean-Francois; Alami, Mouad; Brion, Jean-Daniel; Tetrahedron Letters; vol. 47; nb. 31; (2006); p. 5497 - 5501, View in Reaxys; Khan, Abu T.; Parvin, Tasneem; Choudhury, Lokman H.; Ghosh, Subrata; Tetrahedron Letters; vol. 48; nb. 13; (2007); p. 2271 - 2274, View in Reaxys

Nishiyama, Hisao; Furuta, Akihiro; Chemical Communications; nb. 7; (2007); p. 760 - 762, View in Reaxys

Miura, Katsukiyo; Tomita, Mitsuru; Yamada, Yusuke; Hosomi, Akira; Journal of Organic Chemistry; vol. 72; nb. 3; (2007); p. 787 - 792, View in Reaxys

Cho, Chan Sik; Ren, Wen Xiu; Journal of Organometallic Chemistry; vol. 692; nb. 19; (2007); p. 4182 - 4186, View in Reaxys

1ad

Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Synthesis; nb. 13; (2007); p. 1970 - 1978, View in Reaxys

9 (Tab.2, run 11)

Justik, Michael W.; Tetrahedron Letters; vol. 48; nb. 17; (2007); p. 3003 - 3007, View in Reaxys

Cheemala, Murthy N.; Gayral, Maud; Brown, John M.; Rossen, Kai; Knochel, Paul; Synthesis; nb. 24; (2007); p. 3877 - 3885, View in Reaxys

Zhao, Baowei; Lu, Xiyan; Tetrahedron Letters; vol. 47; nb. 38; (2006); p. 6765 - 6768, View in Reaxys

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Cho, Chan Sik; Ren, Wen Xiu; Shim, Sang Chul; Tetrahedron Letters; vol. 47; nb. 38; (2006); p. 6781 - 6785, View in Reaxys

T2-18

Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Journal of Organic Chemistry; vol. 71; nb. 15; (2006); p. 5725 - 5731, View in Reaxys

Zhao, Baowei; Lu, Xiyan; Organic Letters; vol. 8; nb. 26; (2006); p. 5987 - 5990, View in Reaxys

Chandrasekhar; Mohanty, Pradyumna K.; Ramachander; Synlett; nb. 7; (1999); p. 1063 - 1064, View in Reaxys; Hussain, Zakir; Hopf, Henning; Pohl, Ludwig; Oeser, Thomas; Fischer, Axel K.; Jones, Peter G.; European Journal of Organic Chemistry; nb. 24; (2006); p. 5555 - 5569, View in Reaxys

Shimada, Tomohiro; Bajracharya, Gan B.; Yamamoto, Yoshinori; European Journal of Organic Chemistry; nb. 1; (2005); p. 59 - 62, View in Reaxys

Fujita, Ken-Ichi; Asai, Chiho; Yamaguchi, Tetsuhiro; Hanasaka, Fumihiro; Yamaguchi, Ryohei; Organic Letters; vol. 7; nb. 18; (2005); p. 4017 - 4019, View in Reaxys

3, R = PhC(O) (CH2)5

Miura, Katsukiyo; Ootsuka, Kazunori; Hosomi, Akira; Synlett; nb. 20; (2005); p. 3151 - 3153; Art.No: U28405ST, View in Reaxys

Rodrigues, J. Augusto R.; Siqueira-Filho, Ezequias P.; De Mancilha, Moacir; Moran, Paulo J. S.; Synthetic Communications; vol. 33; nb. 2; (2003); p. 331 - 340, View in Reaxys; Tatamidani, Hiroto; Yokota, Kazuhiko; Kakiuchi, Fumitoshi; Chatani, Naoto; Journal of Organic Chemistry; vol. 69; nb. 17; (2004); p. 5615 - 5621, View in Reaxys

3ba

Taguchi, Kazuhiko; Nakagawa, Hideto; Hirabayashi, Tomotaka; Sakaguchi, Satoshi; Ishii, Yasutaka; Journal of the American Chemical Society; vol. 126; nb. 1; (2004); p. 72 - 73, View in Reaxys

table 1, entry 7

Tatamidani, Hiroto; Kakiuchi, Fumitoshi; Chatani, Naoto; Organic Letters; vol. 6; nb. 20; (2004); p. 3597 - 3599, View in Reaxys

Ichige, Takahiro; Miyake, Annu; Kanoh, Naoki; Nakata, Masaya; Synlett; nb. 10; (2004); p. 1686 - 1690, View in Reaxys

tab2, 4, run1

Yoshino, Hideaki; Kobata, Masami; Yamamoto, Yuhei; Oshima, Koichiro; Matsubara, Seijiro; Chemistry Letters; vol. 33; nb. 9; (2004); p. 1224 - 1224, View in Reaxys

Cai, Yudong; Roberts, Brian P.; Tocher, Derek A.; Barnett, Sarah A.; Organic and Biomolecular Chemistry; vol. 2; nb. 17; (2004); p. 2517 - 2529, View in Reaxys

Gissot, Arnaud; N'Gouela, Silvere; Matt, Christophe; Wagner, Alain; Mioskowski, Charles; Journal of Organic Chemistry; vol. 69; nb. 26; (2004); p. 8997 - 9001, View in Reaxys

Table 2. entry 1

Yanez, Xiomara; Claver, Carmen; Castillon, Sergio; Fernandez, Elena; Tetrahedron Letters; vol. 44; nb. 8; (2003); p. 1631 - 1634, View in Reaxys

Cai, Yudong; Roberts, Brian P.; Tetrahedron Letters; vol. 44; nb. 25; (2003); p. 4645 - 4648, View in Reaxys

Lagasse, Franz; Tsukamoto, Masaki; Welch, Christopher J.; Kagan, Henri B.; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7490 - 7491, View in Reaxys

38a

Stampfer, Wolfgang; Kosjek, Birgit; Faber, Kurt; Kroutil, Wolfgang; Journal of Organic Chemistry; vol. 68; nb. 2; (2003); p. 402 - 406, View in Reaxys

PhCOC5H11

Hartikka, Antti; Modin, Stefan A.; Andersson, Pher G.; Arvidsson, Per I.; Organic and Biomolecular Chemistry; vol. 1; nb. 14; (2003); p. 2522 - 2526, View in Reaxys

entry 6 product

Moisan, Lionel; Hardouin, Christophe; Rousseau, Bernard; Doris, Eric; Tetrahedron Letters; vol. 43; nb. 11; (2002); p. 2013 - 2015, View in Reaxys

1, Ar = Ph, R = Bu

Lopez-Alvarado; Avendano; Synthesis; nb. 1; (2002); p. 104 - 110, View in Reaxys

interm. to 6

Bhattacharya, Santanu; Subramanian, Marappan; Tetrahedron Letters; vol. 43; nb. 23; (2002); p. 4203 - 4206, View in Reaxys

product (table2 entry4)

Cho, Chan Sik; Kim, Bok Tae; Kim, Tae-Jeong; Chul Shim, Sang; Tetrahedron Letters; vol. 43; nb. 44; (2002); p. 7987 - 7989, View in Reaxys

Huang, Yi-Chun; Majumdar, Kanak Kanti; Cheng, Chien-Hong; Journal of Organic Chemistry; vol. 67; nb. 5; (2002); p. 1682 - 1684, View in Reaxys

Elinson, Michail N.; Feducovich, Sergey K.; Dorofeev, Alexander S.; Vereshchagin, Anatolii N.; Nikishin, Gennady I.; Tetrahedron; vol. 56; nb. 51; (2000); p. 9999 - 10003, View in Reaxys; Shimada, Tomohiro; Yamamoto, Yoshinori; Journal of the American Chemical Society; vol. 124; nb. 43; (2002); p. 12670 - 12671, View in Reaxys

3a, 10a

Goossen, Lukas J.; Ghosh, Keya; European Journal of Organic Chemistry; nb. 19; (2002); p. 3254 - 3267, View in Reaxys

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Salvi; Chattopadhyay; Tetrahedron; vol. 57; nb. 14; (2001); p. 2833 - 2839, View in Reaxys

Jun, Chul-Ho; Chung, Kwan-Yong; Hong, Jun-Bae; Organic Letters; vol. 3; nb. 5; (2001); p. 785 - 787, View in Reaxys

Cho; Kim; Shim; Journal of Organic Chemistry; vol. 66; nb. 26; (2001); p. 9020 - 9022, View in Reaxys

Hasegawa, Tadashi; Kajiyama, Masaaki; Yamazaki, Yuko; Journal of Physical Organic Chemistry; vol. 13; nb. 8; (2000); p. 437 - 442, View in Reaxys

Jun, Chul-Ho; Lee, Dae-Yon; Lee, Hyuk; Hong, Jun-Bae; Angewandte Chemie (International Edition in English); vol. 39; nb. 17; (2000); p. X3070-3072, View in Reaxys

Lee, Na Ra; Lee, Jae In; Synthetic Communications; vol. 29; nb. 8; (1999); p. 1249 - 1255, View in Reaxys

Giardina, Giuseppe A. M.; Raveglia, Luca F.; Grugni, Mario; Sarau, Henry M.; Farina, Carlo; Medhurst, Andrew D.; Graziani, Davide; Schmidt, Dulcie B.; Rigolio, Roberto; Luttmann, Mark; Cavagnera, Stefano; Foley, James J.; Vecchietti, Vittorio; Hay, Douglas W. P.; Journal of Medicinal Chemistry; vol. 42; nb. 6; (1999); p. 1053 1065, View in Reaxys

Shindo, Mitsuru; Sato, Yusuke; Shishido, Kozo; Journal of the American Chemical Society; vol. 121; nb. 27; (1999); p. 6507 - 6508, View in Reaxys

10d

Gupton, John T.; Krumpe, Keith E.; Burnham, Bruce S.; Dwornik, Kate A.; Petrich, Scott A.; Du, Karen X.; Bruce, Marc A.; Vu, Phong; Vargas, Marian; Keertikar, Kartik M.; Hosein, Kirsten N.; Jones, Claude R.; Sikorski, James A.; Tetrahedron; vol. 54; nb. 20; (1998); p. 5075 - 5088, View in Reaxys

Patent-Specific Data (1) References Patent; Nanjing University of Science and Technology; Ma, Juan; Li, Lei; Li, Feng; (17 pag.); CN105439787; (2016); (A) Chinese, View in Reaxys Druglikeness (1) 1 of 1

LogP

3.859

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

17.07

Lipinski Number

Veber Number

Related Structure (1) Related Structure References . The author has Skoczynska, Ewa; Korytar, Peter; De Boer, Jacob; Environmental Science and Technology; vol. 42; nb. 17; (2008); p. doubts about the 6611 - 6618, View in Reaxys constitution/configuration of the title compound. Derivative (12) Comment (Derivative)

Derivative

References

1-phenyl-hexan-1one-(2,4-dinitrophenylhydrazone)

Katritzky, Alan R.; Wrobel, Leszek; Savage, G. Paul; Deyrup-Drewniak, Malgorzata; Australian Journal of Chemistry; vol. 43; nb. 1; (1990); p. 133 - 139, View in Reaxys

2,4-Dinitrophenylhydrazon: F:167grad

Gordash et al.; Journal of Organic Chemistry USSR (English Translation); vol. 11; (1975); p. 533; Zhurnal Organicheskoi Khimii; vol. 11; (1975); p. 538, View in Reaxys

2,4-Dinitrophenylhydrazon F: 165grad

Farberov et al.; Journal of Organic Chemistry USSR (English Translation); vol. 10; (1974); p. 48,51; Zhurnal Organicheskoi Khimii; vol. 10; (1974); p. 50, View in Reaxys

Dinitrophenylhydrazon F: 165grad, EtOH

Kosel' et al.; Uchenye Zapiski Yaroslavskogo Tekhnologicheskogo Instituta; vol. 13; (1970); p. 128,129-138; Chem.Abstr.; vol. 77; nb. 74941u; Chem. Zentralbl.; 1971 17 N 190, View in Reaxys

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2018-05-06 22:29:23

syn-2,4-Dinitrophenylhydrazon: F.: 166-167grad (korr.)

Scoggins; Hancock; Journal of Organic Chemistry; vol. 26; (1961); p. 3490,3492, View in Reaxys

2,4-dinitro-phenylhydrazone(mp: 176-177 degree Celsius):

Erofeew et al.; Uc.Zap.Belorussk.Univ.; nb. 42; (1958); p. 127,131; Chem.Abstr.; (1960); p. 4455, View in Reaxys

4-nitro-phenylhydrazone (mp: 102 degree )

Fahim; Mustafa; Journal of the Chemical Society; (1949); p. 519, View in Reaxys

2.4-dinitro-phenylhydrazone (mp: 166 degree )

Ju; Shen; Wood; Journal of the Institute of Petroleum; vol. 26; (1940); p. 514,515, View in Reaxys

semicarbazone (mp: 131,5-132 degree )

Johnson; Schwartz; Jacobs; Journal of the American Chemical Society; vol. 60; (1938); p. 1882, View in Reaxys

2.4-dinitro-phenylhydrazone (mp: 168 degree )

Evans; Journal of the Chemical Society; (1936); p. 785,788, View in Reaxys

oxime (mp: 52,5 degree )

Evans; Journal of the Chemical Society; (1936); p. 785,788, View in Reaxys

semicarbazone (mp: 133 degree )

Evans; Journal of the Chemical Society; (1936); p. 785,788, View in Reaxys

Melting Point (6) 1 of 6

Melting Point [°C]

23 - 24

Kraus; Patchornik; Journal of the American Chemical Society; vol. 93; (1971); p. 7325, View in Reaxys 2 of 6

Melting Point [°C]

24.7

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys; Kosel' et al.; Uchenye Zapiski Yaroslavskogo Tekhnologicheskogo Instituta; vol. 13; (1970); p. 128,129-138; Chem.Abstr.; vol. 77; nb. 74941u; Chem. Zentralbl.; 1971 17 N 190, View in Reaxys 3 of 6

Melting Point [°C]

36 - 37

Achaya,K.T.; Amma,P.K.S.; Indian Journal of Chemistry; vol. 5; (1967); p. 109 - 114, View in Reaxys 4 of 6

Melting Point [°C]

24 - 25

Staab; Jost; Justus Liebigs Annalen der Chemie; vol. 655; (1962); p. 90,93, View in Reaxys 5 of 6

Melting Point [°C]

Solvent (Melting Point)

ethanol

Evans; Journal of the Chemical Society; (1936); p. 785,788, View in Reaxys; Ju; Shen; Wood; Journal of the Institute of Petroleum; vol. 26; (1940); p. 514,515, View in Reaxys 6 of 6

Melting Point [°C]

Sabatier; Mailhe; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 158; (1914); p. 833, View in Reaxys; Schroeter; Chemische Berichte; vol. 40; (1907); p. 1603; Chemische Berichte; vol. 41; (1908); p. 7, View in Reaxys Boiling Point (25) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

110 - 112

0.097508

Guo, Feng; Huang, Shiwen; Shan, Zixing; Zhao, Dejie; Journal of Chemical Research - Part S; nb. 6; (2000); p. 280 - 281, View in Reaxys

0.2

Diaz-Ortiz; Diez-Barra; De la Hoz; Moreno; Sanchez-Verdu; Loupy; Synthetic Communications; vol. 23; nb. 7; (1993); p. 875 - 883, View in Reaxys; Diez-Barra, Enrique; De la Hoz, Antonio; Loupy, Andre; Martinez-Gonzalez, Alfonso; Martinez-Merino, Victor; Merino, Sonia; Paugam, Renee; Sanchez-Verdu, Prado; Sansoulet, Jean; Torres, Jose; Tetrahedron; vol. 53; nb. 10; (1997); p. 3659 - 3668, View in Reaxys

264

Sreekumar; Padmakumar, Raghavakaimal; Synthetic Communications; vol. 27; nb. 5; (1997); p. 777 - 780, View in Reaxys

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2018-05-06 22:29:23

0.8

Workentin; Leigh; Jeffrey; Journal of the American Chemical Society; vol. 112; nb. 20; (1990); p. 7329 - 7336, View in Reaxys

65 - 66

0.01 - 0.02

Binnewirtz, Ralf-Juergen; Klingenberger, Helmut; Welte, Rainer; Paetzold, Peter; Chemische Berichte; vol. 116; nb. 4; (1983); p. 1271 - 1284, View in Reaxys

105

Duhamel, Lucette; Poirier, Jean-Marie; Bulletin de la Societe Chimique de France; vol. 2; nb. 9-10; (1982); p. 297 - 303, View in Reaxys

125 - 126

Velyutin, L. P.; Potekhin, V. M.; Ovchinnikov, V. I.; J. Appl. Chem. USSR (Engl. Transl.); vol. 53; nb. 2; (1980); p. 408 - 409,343 - 345, View in Reaxys

76 - 81

0.1

Villieras,J. et al.; Synthesis; (1979); p. 968 - 970, View in Reaxys

114

Doiuchi; Minoura; Israel Journal of Chemistry; vol. 15; (1976); p. 84,85,87, View in Reaxys

101

Farberov et al.; Journal of Organic Chemistry USSR (English Translation); vol. 10; (1974); p. 48,51; Zhurnal Organicheskoi Khimii; vol. 10; (1974); p. 50, View in Reaxys

134 - 137

Mukaiyama,T. et al.; Journal of the American Chemical Society; vol. 95; (1973); p. 4763 - 4765, View in Reaxys; Araki et al.; Bulletin of the Chemical Society of Japan; vol. 47; (1974); p. 1777, View in Reaxys

135 - 140

Kosel' et al.; Uchenye Zapiski Yaroslavskogo Tekhnologicheskogo Instituta; vol. 13; (1970); p. 128,129-138; Chem.Abstr.; vol. 77; nb. 74941u; Chem. Zentralbl.; 1971 17 N 190, View in Reaxys

133 - 140

Farberov et al.; Neftekhimiya; vol. 9; (1969); p. 107,114, View in Reaxys

0.1

Cuvigny; Normant; Bulletin de la Societe Chimique de France; (1968); p. 4990, View in Reaxys

127 - 128

Gautier,J.-A. et al.; Bulletin de la Societe Chimique de France; (1967); p. 1554 - 1560, View in Reaxys

155

Tomson; Eesti NSV Teaduste Akadeemia Toimetised, Keemia, Geoloogia; (1966); p. 447,448-453; Chem.Abstr.; vol. 66; nb. 94734, View in Reaxys

120

Iwanowa et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 34; (1964); p. 3109,3148, View in Reaxys

100

Morcillo et al.; Anales de la Real Sociedad Espanola de Fisica y Quimica, Serie B: Quimica; vol. 60; (1964); p. 199,203, View in Reaxys

134 - 135

Staab; Jost; Justus Liebigs Annalen der Chemie; vol. 655; (1962); p. 90,93, View in Reaxys

137 - 138

Hauser; Humphlett; Weiss; Journal of the American Chemical Society; vol. 70; (1948); p. 426, View in Reaxys

160

Gilman; Meals; Journal of Organic Chemistry; vol. 8; (1943); p. 126,139, View in Reaxys

111.5

Ju; Shen; Wood; Journal of the Institute of Petroleum; vol. 26; (1940); p. 514,515, View in Reaxys

265.2

760

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

258 - 260 132 - 134

Sabatier; Mailhe; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 158; (1914); p. 833, View in Reaxys 14

Schroeter; Chemische Berichte; vol. 40; (1907); p. 1603; Chemische Berichte; vol. 41; (1908); p. 7, View in Reaxys

Refractive Index (16) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C]

References

1.538

589

Kosel' et al.; Uchenye Zapiski Yaroslavskogo Tekhnologicheskogo Instituta; vol. 13; (1970); p. 128,129-138; Chem.Abstr.; vol. 77; nb. 74941u; Chem. Zentralbl.; 1971 17 N 190, View in Reaxys; Farberov et al.; Neftekhimiya; vol. 9; (1969); p. 107,114, View in Reaxys

1.5092

589

Cuvigny; Normant; Bulletin de la Societe Chimique de France; (1968); p. 4990, View in Reaxys

1.5083

589

Morcillo et al.; Anales de la Real Sociedad Espanola de Fisica y Quimica, Serie B: Quimica; vol. 60; (1964); p. 199,203, View in Reaxys

1.5116

589

Hauser; Humphlett; Weiss; Journal of the American Chemical Society; vol. 70; (1948); p. 426, View in Reaxys

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2018-05-06 22:29:23

1.5097

589

Ju; Shen; Wood; Journal of the Institute of Petroleum; vol. 26; (1940); p. 514,515, View in Reaxys

1.505

589

Ju; Shen; Wood; Journal of the Institute of Petroleum; vol. 26; (1940); p. 514,515, View in Reaxys

1.4961

656.3

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.4981

656.3

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5007

589

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5008

587.6

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5027

589

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5028

587.6

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5113

486.1

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5134

486.1

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5202

434

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

1.5223

434

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

Density (8) 1 of 8

Density [g·cm-3]

0.9572

Reference Temperature [°C]

Measurement Temperature 20 [°C] Velyutin, L. P.; Potekhin, V. M.; Ovchinnikov, V. I.; J. Appl. Chem. USSR (Engl. Transl.); vol. 53; nb. 2; (1980); p. 408 409,343 - 345, View in Reaxys 2 of 8

Density [g·cm-3]

0.67971

Measurement Temperature 25 [°C] Dusart et al.; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 73; (1976); p. 832,833, View in Reaxys 3 of 8

Density [g·cm-3]

0.9576

Reference Temperature [°C]

Measurement Temperature 20 [°C] Kosel' et al.; Uchenye Zapiski Yaroslavskogo Tekhnologicheskogo Instituta; vol. 13; (1970); p. 128,129-138; Chem.Abstr.; vol. 77; nb. 74941u; Chem. Zentralbl.; 1971 17 N 190, View in Reaxys 4 of 8

Density [g·cm-3]

0.96

Reference Temperature [°C]

Measurement Temperature 20 [°C] Iwanowa et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 34; (1964); p. 3109,3148, View in Reaxys 5 of 8

Density [g·cm-3]

0.95347

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Reference Temperature [°C]

Measurement Temperature 30 [°C] Lagemann et al.; Journal of the American Chemical Society; vol. 73; (1951); p. 3213, View in Reaxys 6 of 8

Density [g·cm-3]

0.9148 - 0.9567

Reference Temperature [°C]

Measurement Temperature 26.8 - 80.1 [°C] Ju; Shen; Wood; Journal of the Institute of Petroleum; vol. 26; (1940); p. 514,515, View in Reaxys 7 of 8

Density [g·cm-3]

0.9531

Reference Temperature [°C]

Measurement Temperature 30 [°C] Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys 8 of 8

Density [g·cm-3]

0.9576

Reference Temperature [°C]

Measurement Temperature 25 [°C] Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys Association (MCS) (3) 1 of 3

Description (Association (MCS))

Further physical properties of the complex

Temperature (Association (MCS)) [°C]

Partner (Association (MCS))

acetonitrile; sodium dodecyl-sulfate

Ahuja, Eric S.; Foley, Joe P.; Analytical Chemistry; vol. 67; nb. 14; (1995); p. 2315 - 2324, View in Reaxys 2 of 3

Description (Association (MCS))

Further physical properties of the complex

Temperature (Association (MCS)) [°C]

Partner (Association (MCS))

acetonitrile; lithium dodecyl sulphate

Ahuja, Eric S.; Foley, Joe P.; Analytical Chemistry; vol. 67; nb. 14; (1995); p. 2315 - 2324, View in Reaxys 3 of 3

Description (Association (MCS))

Association with compound

Partner (Association (MCS))

4-p-hydroxyphenyl-2,2,4-trimethylchroman

Goswami, P. C.; Mayo, Paul de; Ramnath, N.; Bernard, G.; Omkaram, N.; et al.; Canadian Journal of Chemistry; vol. 63; (1985); p. 2719 - 2725, View in Reaxys Chromatographic Data (2) Chromatographic Location data GC (Gas chromatography)

References

supporting informa- Rösler, Sina; Obenauf, Johannes; Kempe, Rhett; Journal of the American Chemical Society; tion vol. 137; nb. 25; (2015); p. 7998 - 8001, View in Reaxys

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2018-05-06 22:29:23

GC (Gas chromatography)

Masek, Anna; Chrzescijanska, Ewa; Kosmalska, Anna; Zaborski, Marian; Food Chemistry; vol. 156; (2014); p. 353 - 361, View in Reaxys

Compressibility (1) Description (Com- Comment (Compressibility) pressibility)

References

Adiabatic compres- aus der SchallLagemann et al.; Journal of the American Chemical Society; vol. 73; (1951); p. 3213, sibility geschwindigkeit er- View in Reaxys mittelt bei 30gradC:. Crystal Property Description (7) Colour & Other Location Properties colourless

References

supporting informa- Elangovan, Saravanakumar; Sortais, Jean-Baptiste; Beller, Matthias; Darcel, Christophe; tion Angewandte Chemie - International Edition; vol. 54; nb. 48; (2015); p. 14483 - 14486; Angew. Chem.; vol. 127; nb. 48; (2015); p. 14691 - 14694,4, View in Reaxys; Peña-López, Miguel; Piehl, Patrick; Elangovan, Saravanakumar; Neumann, Helfried; Beller, Matthias; Angewandte Chemie - International Edition; vol. 55; nb. 48; (2016); p. 14967 - 14971; Angew. Chem.; vol. 128; nb. 48; (2016); p. 15191 - 15195,5, View in Reaxys; Piehl, Patrick; Peña-López, Miguel; Frey, Anna; Neumann, Helfried; Beller, Matthias; Chemical Communications; vol. 53; nb. 22; (2017); p. 3265 - 3268, View in Reaxys

colourless

Liu, Shi-Yuan; Xu, Lin-Yan; Liu, Chun-Yu; Ren, Zhi-Gang; Young, David James; Lang, Jian-Ping; Tetrahedron; vol. 73; nb. 17; (2017); p. 2374 - 2381, View in Reaxys

yellow

Paragraph 0087

yellow

supporting informa- Ang, Wei Jie; Lam, Yulin; Organic and Biomolecular Chemistry; vol. 13; nb. 4; (2015); p. 1048 tion 1052, View in Reaxys

yellow colourless

Yousuf, Md; Das, Tuluma; Adhikari, Susanta; New Journal of Chemistry; vol. 39; nb. 11; (2015); p. 8763 - 8770, View in Reaxys supporting informa- Cao, Jun-Jie; Zhou, Feng; Zhou, Jian; Angewandte Chemie - International Edition; vol. 49; nb. tion 29; (2010); p. 4976 - 4980, View in Reaxys; Gowda, Maravanhalli Sidde; Pande, Sushanth Sudhir; Ramakrishna, Ramesha Andagar; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 9; nb. 15; (2011); p. 5365 - 5368, View in Reaxys

colourless

Jacubert, Maud; Provot, Olivier; Peyrat, Jean-Francois; Hamze, Abdallah; Brion, JeanDaniel; Alami, Mouad; Tetrahedron; vol. 66; nb. 21; (2010); p. 3775 - 3787, View in Reaxys

Dynamic Viscosity (2) Dynamic Viscosity Temperature (Dy[P] namic Viscosity) [°C]

References

0.02906

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

0.03207

Simon; Bulletin des Societes Chimiques Belges; vol. 38; (1929); p. 50; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 2520, View in Reaxys

Enthalpy of Formation (1) References Tajima et al.; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3687, View in Reaxys Enthalpy of Fusion (1) References Ljaschkewitsch; Neftekhimiya; vol. 1; (1962); p. 329,219, View in Reaxys Further Information (2) Description (FurReferences ther Information) Further information Patterson et al.; Organic Mass Spectrometry; vol. 12; (1977); p. 395,400, View in Reaxys Further information Beynon et al.; Organic Mass Spectrometry; vol. 5; (1971); p. 967,972, View in Reaxys Liquid/Liquid Systems (MCS) (2)

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2018-05-06 22:29:23

1 of 2

Description (Liquid/Liquid Distribution between solvent 1 + 2 Systems (MCS)) Solvent (Liquid/Liquid Systems (MCS))

aq. phosphate buffer

Temperature (Liquid/ Liquid Systems (MCS)) [°C]

Partner (Liquid/Liquid Systems (MCS))

sodium dodecyl-sulfate; H2O

Khaledi; Kelly; Burns; Analytical Chemistry; vol. 73; nb. 24; (2001); p. 6057 - 6062, View in Reaxys 2 of 2

Description (Liquid/Liquid Distribution between solvent 1 + 2 Systems (MCS)) Solvent (Liquid/Liquid Systems (MCS))

acetonitrile; various solvent(s)

Comment (Liquid/Liquid Systems (MCS))

equation

Partner (Liquid/Liquid Systems (MCS))

immobilized artificial membrane (IAC)

Valko, Klara; Du, Chau My; Bevan, Christopher D.; Reynolds, Derek P.; Abraham, Michael H.; Journal of Pharmaceutical Sciences; vol. 89; nb. 8; (2000); p. 1085 - 1096, View in Reaxys Liquid/Vapour Systems (MCS) (1) 1 of 1

Description (Liquid/ Vapour Systems (MCS))

Activity coefficients of the components in the mixture

Partner (Liquid/Vapour Systems (MCS))

water

Grunbauer; Bultsma; Rekker; European Journal of Medicinal Chemistry; vol. 17; nb. 5; (1982); p. 421 - 428, View in Reaxys Mechanical & Physical Properties (MCS) (1) 1 of 1

Description (Mechanical & Physical Properties (MCS))

Volume change on mixing

Dusart et al.; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 73; (1976); p. 832,833, View in Reaxys Mechanical Properties (1) Description (MeReferences chanical Properties) Molar volume

Carlson, Rolf; Prochazka, Michal P.; Lundstedt, Torbjoern; Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry; vol. 42; nb. 3; (1988); p. 145 - 156, View in Reaxys

Other Thermochemical Data (1) Description (Other References Thermochemical Data) Cryoscopic constant

Ljaschkewitsch; Neftekhimiya; vol. 1; (1962); p. 329,219, View in Reaxys

Partition octan-1-ol/water (MCS) (1) 1 of 1

log POW

3.79

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

various solvent(s)

Comment (Solubility (MCS))

Solubilty: 2.2 mol-percent

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Workentin; Leigh; Jeffrey; Journal of the American Chemical Society; vol. 112; nb. 20; (1990); p. 7329 - 7336, View in Reaxys 2 of 2

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

various solvent(s)

Comment (Solubility (MCS))

Solubilty: 1.3 mol-percent

Workentin; Leigh; Jeffrey; Journal of the American Chemical Society; vol. 112; nb. 20; (1990); p. 7329 - 7336, View in Reaxys Transport Phenomena (MCS) (2) 1 of 2

Description (Transport Phenomena (MCS))

Viscosity

Dusart et al.; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 75; (1978); p. 919,920, 921, 924, 926, View in Reaxys 2 of 2

Description (Transport Phenomena (MCS))

Diffusion

Grushka; Kikta; Journal of the American Chemical Society; vol. 98; (1976); p. 643,645, View in Reaxys NMR Spectroscopy (65) 1 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Frequency (NMR Spectro- 100.6 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Peña-López, Miguel; Piehl, Patrick; Elangovan, Saravanakumar; Neumann, Helfried; Beller, Matthias; Angewandte Chemie - International Edition; vol. 55; nb. 48; (2016); p. 14967 - 14971; Angew. Chem.; vol. 128; nb. 48; (2016); p. 15191 15195,5, View in Reaxys; Piehl, Patrick; Peña-López, Miguel; Frey, Anna; Neumann, Helfried; Beller, Matthias; Chemical Communications; vol. 53; nb. 22; (2017); p. 3265 - 3268, View in Reaxys 3 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

12/32

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Piehl, Patrick; Peña-López, Miguel; Frey, Anna; Neumann, Helfried; Beller, Matthias; Chemical Communications; vol. 53; nb. 22; (2017); p. 3265 - 3268, View in Reaxys 4 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

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

supporting information

Liu, Shi-Yuan; Xu, Lin-Yan; Liu, Chun-Yu; Ren, Zhi-Gang; Young, David James; Lang, Jian-Ping; Tetrahedron; vol. 73; nb. 17; (2017); p. 2374 - 2381, View in Reaxys 5 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 151 scopy) [MHz] Location

supporting information

Liu, Shi-Yuan; Xu, Lin-Yan; Liu, Chun-Yu; Ren, Zhi-Gang; Young, David James; Lang, Jian-Ping; Tetrahedron; vol. 73; nb. 17; (2017); p. 2374 - 2381, View in Reaxys 6 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Ruan, Jiwu; Saidi, Ourida; Iggo, Jonathan A.; Xiao, Jianliang; Journal of the American Chemical Society; vol. 130; nb. 32; (2008); p. 10510 - 10511, View in Reaxys; Peña-López, Miguel; Piehl, Patrick; Elangovan, Saravanakumar; Neumann, Helfried; Beller, Matthias; Angewandte Chemie - International Edition; vol. 55; nb. 48; (2016); p. 14967 - 14971; Angew. Chem.; vol. 128; nb. 48; (2016); p. 15191 - 15195,5, View in Reaxys 7 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

Paragraph 0099

Patent; Nanjing University of Science and Technology; Ma, Juan; Li, Lei; Li, Feng; (17 pag.); CN105439787; (2016); (A) Chinese, View in Reaxys 8 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

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Solvents (NMR Spectroscopy)

chloroform-d1

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

Paragraph 0099

Patent; Nanjing University of Science and Technology; Ma, Juan; Li, Lei; Li, Feng; (17 pag.); CN105439787; (2016); (A) Chinese, View in Reaxys 9 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

Paragraph 0098

Patent; Nanjing University of Science and Technology; Li, Feng; Ma, Juan; Qu, panpan; (15 pag.); CN104557500; (2016); (B) Chinese, View in Reaxys 10 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

Paragraph 0098

Patent; Nanjing University of Science and Technology; Li, Feng; Ma, Juan; Qu, panpan; (15 pag.); CN104557500; (2016); (B) Chinese, View in Reaxys 11 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

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

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

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

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

dichloromethane-d2

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

supporting information

Weerasiri, Kushan C.; Chen, Danmin; Wozniak, Derek I.; Dobereiner, Graham E.; Advanced Synthesis and Catalysis; vol. 358; nb. 24; (2016); p. 4106 - 4113, View in Reaxys 14 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Ruan, Jiwu; Saidi, Ourida; Iggo, Jonathan A.; Xiao, Jianliang; Journal of the American Chemical Society; vol. 130; nb. 32; (2008); p. 10510 - 10511, View in Reaxys; Gowda, Maravanhalli Sidde; Pande, Sushanth Sudhir; Ramakrishna, Ramesha Andagar; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 9; nb. 15; (2011); p. 5365 - 5368, View in Reaxys; Yousuf, Md; Das, Tuluma; Adhikari, Susanta; New Journal of Chemistry; vol. 39; nb. 11; (2015); p. 8763 8770, View in Reaxys 15 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

24.84

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

supporting information

Ang, Wei Jie; Lam, Yulin; Organic and Biomolecular Chemistry; vol. 13; nb. 4; (2015); p. 1048 - 1052, View in Reaxys 16 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectro- 126 scopy) [MHz]

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Location

supporting information

Ang, Wei Jie; Lam, Yulin; Organic and Biomolecular Chemistry; vol. 13; nb. 4; (2015); p. 1048 - 1052, View in Reaxys 17 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Mameda, Naresh; Peraka, Swamy; Marri, Mahender Reddy; Kodumuri, Srujana; Chevella, Durgaiah; Gutta, Naresh; Nama, Narender; Applied Catalysis A: General; vol. 505; (2015); p. 213 - 216; Art.No: 15488, View in Reaxys 18 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Mameda, Naresh; Peraka, Swamy; Marri, Mahender Reddy; Kodumuri, Srujana; Chevella, Durgaiah; Gutta, Naresh; Nama, Narender; Applied Catalysis A: General; vol. 505; (2015); p. 213 - 216; Art.No: 15488, View in Reaxys 19 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

25.34

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

supporting information

Yousuf, Md; Das, Tuluma; Adhikari, Susanta; New Journal of Chemistry; vol. 39; nb. 11; (2015); p. 8763 - 8770, View in Reaxys 20 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400.1 scopy) [MHz] Location

supporting information

Elangovan, Saravanakumar; Sortais, Jean-Baptiste; Beller, Matthias; Darcel, Christophe; Angewandte Chemie - International Edition; vol. 54; nb. 48; (2015); p. 14483 - 14486; Angew. Chem.; vol. 127; nb. 48; (2015); p. 14691 - 14694,4, View in Reaxys 21 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

16/32

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Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100.6 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 150 scopy) [MHz] Location

supporting information

Akhbar, Ahmed R.; Chudasama, Vijay; Fitzmaurice, Richard J.; Powell, Lyn; Caddick, Stephen; Chemical Communications; vol. 50; nb. 6; (2014); p. 743 - 746, View in Reaxys 23 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 600 scopy) [MHz] Location

supporting information

Kose, Osamu; Saito, Susumu; Organic and Biomolecular Chemistry; vol. 8; nb. 4; (2010); p. 896 - 900, View in Reaxys; Akhbar, Ahmed R.; Chudasama, Vijay; Fitzmaurice, Richard J.; Powell, Lyn; Caddick, Stephen; Chemical Communications; vol. 50; nb. 6; (2014); p. 743 - 746, View in Reaxys 24 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 600 scopy) [MHz] Location

supporting information

Akhbar, Ahmed R.; Chudasama, Vijay; Fitzmaurice, Richard J.; Powell, Lyn; Caddick, Stephen; Chemical Communications; vol. 50; nb. 6; (2014); p. 743 - 746, View in Reaxys 25 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

17/32

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Cabrero-Antonino, Jose R.; Leyva-Perez, Antonio; Corma, Avelino; Chemistry - A European Journal; vol. 18; nb. 35; (2012); p. 11107 - 11114, View in Reaxys 26 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Gowda, Maravanhalli Sidde; Pande, Sushanth Sudhir; Ramakrishna, Ramesha Andagar; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 9; nb. 15; (2011); p. 5365 - 5368, View in Reaxys 27 of 65

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Rao, Honghua; Yang, Luo; Shuai, Qi; Li, Chao-Jun; Advanced Synthesis and Catalysis; vol. 353; nb. 10; (2011); p. 1701 1706, View in Reaxys 29 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Rao, Honghua; Yang, Luo; Shuai, Qi; Li, Chao-Jun; Advanced Synthesis and Catalysis; vol. 353; nb. 10; (2011); p. 1701 1706, View in Reaxys 30 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

18/32

2018-05-06 22:29:23

Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectro- 300 scopy) [MHz] Jacubert, Maud; Provot, Olivier; Peyrat, Jean-Francois; Hamze, Abdallah; Brion, Jean-Daniel; Alami, Mouad; Tetrahedron; vol. 66; nb. 21; (2010); p. 3775 - 3787, View in Reaxys 31 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

24.84

Frequency (NMR Spectro- 75 scopy) [MHz] Jacubert, Maud; Provot, Olivier; Peyrat, Jean-Francois; Hamze, Abdallah; Brion, Jean-Daniel; Alami, Mouad; Tetrahedron; vol. 66; nb. 21; (2010); p. 3775 - 3787, View in Reaxys 32 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Location

supporting information

Kose, Osamu; Saito, Susumu; Organic and Biomolecular Chemistry; vol. 8; nb. 4; (2010); p. 896 - 900, View in Reaxys 33 of 65

Description (NMR Spectroscopy)

Spectrum; Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Cao, Jun-Jie; Zhou, Feng; Zhou, Jian; Angewandte Chemie - International Edition; vol. 49; nb. 29; (2010); p. 4976 - 4980, View in Reaxys 34 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Zhang, Jintang; Wang, Zhentao; Wang, Ye; Wan, Changfeng; Zheng, Xiaoqi; Wang, Zhiyong; Green Chemistry; vol. 11; nb. 12; (2009); p. 1973 - 1978, View in Reaxys; Cao, Jun-Jie; Zhou, Feng; Zhou, Jian; Angewandte Chemie - International Edition; vol. 49; nb. 29; (2010); p. 4976 - 4980, View in Reaxys 35 of 65

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

19/32

2018-05-06 22:29:23

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

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

supporting information

Zhang, Jintang; Wang, Zhentao; Wang, Ye; Wan, Changfeng; Zheng, Xiaoqi; Wang, Zhiyong; Green Chemistry; vol. 11; nb. 12; (2009); p. 1973 - 1978, View in Reaxys 36 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 270 scopy) [MHz] Fujita, Ken-Ichi; Asai, Chiho; Yamaguchi, Tetsuhiro; Hanasaka, Fumihiro; Yamaguchi, Ryohei; Organic Letters; vol. 7; nb. 18; (2005); p. 4017 - 4019, View in Reaxys; Miura, Katsukiyo; Tomita, Mitsuru; Yamada, Yusuke; Hosomi, Akira; Journal of Organic Chemistry; vol. 72; nb. 3; (2007); p. 787 - 792, View in Reaxys 37 of 65

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Synthesis; nb. 13; (2007); p. 1970 - 1978, View in Reaxys 39 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300 scopy) [MHz] Zhao, Baowei; Lu, Xiyan; Tetrahedron Letters; vol. 47; nb. 38; (2006); p. 6765 - 6768, View in Reaxys; Zhao, Baowei; Lu, Xiyan; Organic Letters; vol. 8; nb. 26; (2006); p. 5987 - 5990, View in Reaxys 40 of 65

Nucleus (NMR Spectroscopy)

Coupling Nuclei

20/32

2018-05-06 22:29:23

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 75 scopy) [MHz] Zhao, Baowei; Lu, Xiyan; Tetrahedron Letters; vol. 47; nb. 38; (2006); p. 6765 - 6768, View in Reaxys; Zhao, Baowei; Lu, Xiyan; Organic Letters; vol. 8; nb. 26; (2006); p. 5987 - 5990, View in Reaxys 42 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

24.85

Frequency (NMR Spectro- 200 scopy) [MHz] Le Bras, Gaelle; Provot, Olivier; Peyrat, Jean-Francois; Alami, Mouad; Brion, Jean-Daniel; Tetrahedron Letters; vol. 47; nb. 31; (2006); p. 5497 - 5501, View in Reaxys 43 of 65

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

24.85

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

24.85

Frequency (NMR Spectro- 50 scopy) [MHz] Le Bras, Gaelle; Provot, Olivier; Peyrat, Jean-Francois; Alami, Mouad; Brion, Jean-Daniel; Tetrahedron Letters; vol. 47; nb. 31; (2006); p. 5497 - 5501, View in Reaxys 45 of 65

Nucleus (NMR Spectroscopy)

21/32

2018-05-06 22:29:23

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 500 scopy) [MHz] Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Journal of Organic Chemistry; vol. 71; nb. 15; (2006); p. 5725 - 5731, View in Reaxys 46 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 500 scopy) [MHz] Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Journal of Organic Chemistry; vol. 71; nb. 15; (2006); p. 5725 - 5731, View in Reaxys 47 of 65

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 500 scopy) [MHz] Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Journal of Organic Chemistry; vol. 71; nb. 15; (2006); p. 5725 - 5731, View in Reaxys 48 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Diaz-Ortiz; Diez-Barra; De la Hoz; Moreno; Sanchez-Verdu; Loupy; Synthetic Communications; vol. 23; nb. 7; (1993); p. 875 - 883, View in Reaxys; Casson, Sharon; Kocienski, Philip; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 9; (1994); p. 1187 - 1192, View in Reaxys; Diez-Barra, Enrique; De la Hoz, Antonio; Loupy, Andre; Martinez-Gonzalez, Alfonso; Martinez-Merino, Victor; Merino, Sonia; Paugam, Renee; Sanchez-Verdu, Prado; Sansoulet, Jean; Torres, Jose; Tetrahedron; vol. 53; nb. 10; (1997); p. 3659 - 3668, View in Reaxys; Chen, Da-Wei; Ochiai, Masahito; Journal of Organic Chemistry; vol. 64; nb. 18; (1999); p. 6804 - 6814, View in Reaxys; Kwon, Min Serk; Kim, Namdu; Seo, Seong Hyeok; Park, In Soo; Cheedrala, Ravi Kumar; Park, Jaiwook; Angewandte Chemie - International Edition; vol. 44; nb. 42; (2005); p. 6913 - 6915, View in Reaxys 49 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Casson, Sharon; Kocienski, Philip; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 9; (1994); p. 1187 - 1192, View in Reaxys; Kwon, Min Serk; Kim, Namdu; Seo, Seong Hyeok; Park, In Soo; Cheedrala, Ravi Kumar; Park, Jaiwook; Angewandte Chemie - International Edition; vol. 44; nb. 42; (2005); p. 6913 6915, View in Reaxys 50 of 65

Nucleus (NMR Spectroscopy)

Coupling Nuclei

22/32

2018-05-06 22:29:23

Solvents (NMR Spectroscopy)

CDCl3

Chen, Da-Wei; Ochiai, Masahito; Journal of Organic Chemistry; vol. 64; nb. 18; (1999); p. 6804 - 6814, View in Reaxys; Kwon, Min Serk; Kim, Namdu; Seo, Seong Hyeok; Park, In Soo; Cheedrala, Ravi Kumar; Park, Jaiwook; Angewandte Chemie - International Edition; vol. 44; nb. 42; (2005); p. 6913 - 6915, View in Reaxys 51 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 67.8 scopy) [MHz] Fujita, Ken-Ichi; Asai, Chiho; Yamaguchi, Tetsuhiro; Hanasaka, Fumihiro; Yamaguchi, Ryohei; Organic Letters; vol. 7; nb. 18; (2005); p. 4017 - 4019, View in Reaxys 52 of 65

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300.4 scopy) [MHz] Shimada, Tomohiro; Yamamoto, Yoshinori; Journal of the American Chemical Society; vol. 124; nb. 43; (2002); p. 12670 12671, View in Reaxys; Shimada, Tomohiro; Bajracharya, Gan B.; Yamamoto, Yoshinori; European Journal of Organic Chemistry; nb. 1; (2005); p. 59 - 62, View in Reaxys 55 of 65

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300.4 scopy) [MHz]

23/32

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Shimada, Tomohiro; Yamamoto, Yoshinori; Journal of the American Chemical Society; vol. 124; nb. 43; (2002); p. 12670 12671, View in Reaxys; Shimada, Tomohiro; Bajracharya, Gan B.; Yamamoto, Yoshinori; European Journal of Organic Chemistry; nb. 1; (2005); p. 59 - 62, View in Reaxys 56 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 75.45 scopy) [MHz] Shimada, Tomohiro; Yamamoto, Yoshinori; Journal of the American Chemical Society; vol. 124; nb. 43; (2002); p. 12670 12671, View in Reaxys; Shimada, Tomohiro; Bajracharya, Gan B.; Yamamoto, Yoshinori; European Journal of Organic Chemistry; nb. 1; (2005); p. 59 - 62, View in Reaxys 57 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

acetone-d6

Frequency (NMR Spectro- 400 scopy) [MHz] Comment (NMR Spectroscopy)

ambient temperature

Kakino, Ryuki; Yasumi, Sayaka; Shimizu, Isao; Yamamoto, Akio; Bulletin of the Chemical Society of Japan; vol. 75; nb. 1; (2002); p. 137 - 148, View in Reaxys 58 of 65

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

acetone-d6

Frequency (NMR Spectro- 400 scopy) [MHz] Comment (NMR Spectroscopy)

ambient temperature

Kakino, Ryuki; Yasumi, Sayaka; Shimizu, Isao; Yamamoto, Akio; Bulletin of the Chemical Society of Japan; vol. 75; nb. 1; (2002); p. 137 - 148, View in Reaxys 59 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

acetone-d6

Frequency (NMR Spectro- 100 scopy) [MHz] Comment (NMR Spectroscopy)

ambient temperature

Kakino, Ryuki; Yasumi, Sayaka; Shimizu, Isao; Yamamoto, Akio; Bulletin of the Chemical Society of Japan; vol. 75; nb. 1; (2002); p. 137 - 148, View in Reaxys 60 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

24/32

2018-05-06 22:29:23

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Goossen, Lukas J.; Ghosh, Keya; European Journal of Organic Chemistry; nb. 19; (2002); p. 3254 - 3267, View in Reaxys 61 of 65

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Goossen, Lukas J.; Ghosh, Keya; European Journal of Organic Chemistry; nb. 19; (2002); p. 3254 - 3267, View in Reaxys 62 of 65

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 50 scopy) [MHz] Goossen, Lukas J.; Ghosh, Keya; European Journal of Organic Chemistry; nb. 19; (2002); p. 3254 - 3267, View in Reaxys 63 of 65

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Rabjohn, Norman; Cranor, W. L.; Schofield, C. M.; Journal of Organic Chemistry; vol. 49; nb. 10; (1984); p. 1732 - 1736, View in Reaxys; Duhamel, Lucette; Poirier, Jean-Marie; Bulletin de la Societe Chimique de France; vol. 2; nb. 9-10; (1982); p. 297 - 303, View in Reaxys 65 of 65

Description (NMR Spectroscopy)

NMR

Villieras,J. et al.; Synthesis; (1979); p. 968 - 970, View in Reaxys; Maurer; Bargon; Journal of the American Chemical Society; vol. 101; (1979); p. 6865,6867, View in Reaxys IR Spectroscopy (17) 1 of 17

Description (IR Spectroscopy)

ATR (attenuated total reflectance); Bands

Location

supporting information

Comment (IR Spectroscopy)

film

Akhbar, Ahmed R.; Chudasama, Vijay; Fitzmaurice, Richard J.; Powell, Lyn; Caddick, Stephen; Chemical Communications; vol. 50; nb. 6; (2014); p. 743 - 746, View in Reaxys

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2 of 17

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

neat liquid

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

neat liquid

Jacubert, Maud; Provot, Olivier; Peyrat, Jean-Francois; Hamze, Abdallah; Brion, Jean-Daniel; Alami, Mouad; Tetrahedron; vol. 66; nb. 21; (2010); p. 3775 - 3787, View in Reaxys 4 of 17

Description (IR Spectroscopy)

ATR-FTIR (attenuated total reflectance Fourier transform infrared spectroscopy); Bands

Location

supporting information

Kose, Osamu; Saito, Susumu; Organic and Biomolecular Chemistry; vol. 8; nb. 4; (2010); p. 896 - 900, View in Reaxys 5 of 17

Description (IR Spectroscopy)

Bands

Location

supporting information

Zhang, Jintang; Wang, Zhentao; Wang, Ye; Wan, Changfeng; Zheng, Xiaoqi; Wang, Zhiyong; Green Chemistry; vol. 11; nb. 12; (2009); p. 1973 - 1978, View in Reaxys 6 of 17

Description (IR Spectroscopy)

Mid IR (MIR); Bands

Location

supporting information

Comment (IR Spectroscopy)

neat (no solvent)

Ruan, Jiwu; Saidi, Ourida; Iggo, Jonathan A.; Xiao, Jianliang; Journal of the American Chemical Society; vol. 130; nb. 32; (2008); p. 10510 - 10511, View in Reaxys 7 of 17

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Zhao, Baowei; Lu, Xiyan; Tetrahedron Letters; vol. 47; nb. 38; (2006); p. 6765 - 6768, View in Reaxys; Zhao, Baowei; Lu, Xiyan; Organic Letters; vol. 8; nb. 26; (2006); p. 5987 - 5990, View in Reaxys 8 of 17

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Shimada, Tomohiro; Yamamoto, Yoshinori; Journal of the American Chemical Society; vol. 124; nb. 43; (2002); p. 12670 12671, View in Reaxys; Le Bras, Gaelle; Provot, Olivier; Peyrat, Jean-Francois; Alami, Mouad; Brion, Jean-Daniel; Tetrahedron Letters; vol. 47; nb. 31; (2006); p. 5497 - 5501, View in Reaxys 9 of 17

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Shimada, Tomohiro; Bajracharya, Gan B.; Yamamoto, Yoshinori; European Journal of Organic Chemistry; nb. 1; (2005); p. 59 - 62, View in Reaxys 10 of 17

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1684 cm**(-1)

26/32

2018-05-06 22:29:23

Description (IR Spectroscopy)

Intensity of IR bands

Dusart et al.; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 73; (1976); p. 832,833, View in Reaxys; Casson, Sharon; Kocienski, Philip; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 9; (1994); p. 1187 - 1192, View in Reaxys 12 of 17

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1686 cm**(-1)

Casson, Sharon; Kocienski, Philip; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 9; (1994); p. 1187 - 1192, View in Reaxys 13 of 17

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

1690 cm**(-1)

Rabjohn, Norman; Cranor, W. L.; Schofield, C. M.; Journal of Organic Chemistry; vol. 49; nb. 10; (1984); p. 1732 - 1736, View in Reaxys 14 of 17

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1685 cm**(-1)

Duhamel, Lucette; Poirier, Jean-Marie; Bulletin de la Societe Chimique de France; vol. 2; nb. 9-10; (1982); p. 297 - 303, View in Reaxys 15 of 17

Description (IR Spectroscopy)

Gordash et al.; Journal of Organic Chemistry USSR (English Translation); vol. 11; (1975); p. 533; Zhurnal Organicheskoi Khimii; vol. 11; (1975); p. 538, View in Reaxys 16 of 17

Description (IR Spectroscopy)

Bands

Morcillo et al.; Anales de la Real Sociedad Espanola de Fisica y Quimica, Serie B: Quimica; vol. 60; (1964); p. 199,203, View in Reaxys 17 of 17

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

5000 - 667 cm**(-1)

Imai; Yakugaku Zasshi; vol. 76; (1956); p. 405,406; Chem.Abstr.; (1956); p. 10340, View in Reaxys Mass Spectrometry (16) Description (Mass Location Spectrometry)

Comment (Mass Spectrometry)

gas chromatograsupporting informaphy mass spectrom- tion etry (GCMS); electron impact (EI); spectrum

References Peña-López, Miguel; Piehl, Patrick; Elangovan, Saravanakumar; Neumann, Helfried; Beller, Matthias; Angewandte Chemie - International Edition; vol. 55; nb. 48; (2016); p. 14967 - 14971; Angew. Chem.; vol. 128; nb. 48; (2016); p. 15191 - 15195,5, View in Reaxys; Piehl, Patrick; Peña-López, Miguel; Frey, Anna; Neumann, Helfried; Beller, Matthias; Chemical Communications; vol. 53; nb. 22; (2017); p. 3265 - 3268, View in Reaxys

27/32

2018-05-06 22:29:23

high resolution mass spectrometry (HRMS); time-offlight mass spectra (TOFMS); electrospray ionisation (ESI)

supporting information

Piehl, Patrick; Peña-López, Miguel; Frey, Anna; Neumann, Helfried; Beller, Matthias; Chemical Communications; vol. 53; nb. 22; (2017); p. 3265 - 3268, View in Reaxys

high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

supporting information

high resolution mass spectrometry (HRMS); electron impact (EI); spectrum

supporting information

Ang, Wei Jie; Lam, Yulin; Organic and Biomolecular Chemistry; vol. 13; nb. 4; (2015); p. 1048 - 1052, View in Reaxys

high resolution mass spectrometry (HRMS); time-offlight mass spectra (TOFMS); spectrum electron impact (EI); spectrum

Yousuf, Md; Das, Tuluma; Adhikari, Susanta; New Journal of Chemistry; vol. 39; nb. 11; (2015); p. 8763 - 8770, View in Reaxys

supporting information

Akhbar, Ahmed R.; Chudasama, Vijay; Fitzmaurice, Richard J.; Powell, Lyn; Caddick, Stephen; Chemical Communications; vol. 50; nb. 6; (2014); p. 743 - 746, View in Reaxys

electron impact supporting informa(EI); high resolution tion mass spectrometry (HRMS); spectrum

Akhbar, Ahmed R.; Chudasama, Vijay; Fitzmaurice, Richard J.; Powell, Lyn; Caddick, Stephen; Chemical Communications; vol. 50; nb. 6; (2014); p. 743 - 746, View in Reaxys

gas chromatography mass spectrometry (GCMS); spectrum

Masek, Anna; Chrzescijanska, Ewa; Kosmalska, Anna; Zaborski, Marian; Food Chemistry; vol. 156; (2014); p. 353 - 361, View in Reaxys

GCMS (Gas chromatography mass spectrometry); Spectrum

supporting information

Cabrero-Antonino, Jose R.; Leyva-Perez, Antonio; Corma, Avelino; Chemistry - A European Journal; vol. 18; nb. 35; (2012); p. 11107 - 11114, View in Reaxys

HRMS (High resolution mass spectrometry); ESI (Electrospray ionisation); TOFMS (Time of flight mass spectrum); Spectrum

supporting information

Gowda, Maravanhalli Sidde; Pande, Sushanth Sudhir; Ramakrishna, Ramesha Andagar; Prabhu, Kandikere Ramaiah; Organic and Biomolecular Chemistry; vol. 9; nb. 15; (2011); p. 5365 - 5368, View in Reaxys

HRMS (High resolution mass spectrometry); Spectrum

supporting information

Zhang, Jintang; Wang, Zhentao; Wang, Ye; Wan, Changfeng; Zheng, Xiaoqi; Wang, Zhiyong; Green Chemistry; vol. 11; nb. 12; (2009); p. 1973 - 1978, View in Reaxys

CI (Chemical ionization)

supporting informa- mol peak tion

Ruan, Jiwu; Saidi, Ourida; Iggo, Jonathan A.; Xiao, Jianliang; Journal of the American Chemical Society; vol. 130; nb. 32; (2008); p. 10510 10511, View in Reaxys

spectrum; electron impact (EI)

Casson, Sharon; Kocienski, Philip; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); nb. 9; (1994); p. 1187 - 1192, View in Reaxys; Goossen, Lukas J.; Ghosh, Keya; European Journal of Organic Chemistry; nb. 19; (2002); p. 3254 - 3267, View in Reaxys; Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Journal of Organic Chemistry; vol. 71; nb. 15; (2006); p. 5725 - 5731, View in Reaxys;

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Zhao, Baowei; Lu, Xiyan; Organic Letters; vol. 8; nb. 26; (2006); p. 5987 5990, View in Reaxys; Xin, Bingwei; Zhang, Yuhong; Cheng, Kai; Synthesis; nb. 13; (2007); p. 1970 - 1978, View in Reaxys spectrum

Diaz-Ortiz; Diez-Barra; De la Hoz; Moreno; Sanchez-Verdu; Loupy; Synthetic Communications; vol. 23; nb. 7; (1993); p. 875 - 883, View in Reaxys; Kakino, Ryuki; Yasumi, Sayaka; Shimizu, Isao; Yamamoto, Akio; Bulletin of the Chemical Society of Japan; vol. 75; nb. 1; (2002); p. 137 - 148, View in Reaxys Patterson et al.; Organic Mass Spectrometry; vol. 12; (1977); p. 395,400, View in Reaxys; Levsen; Beckey; International Journal of Mass Spectrometry and Ion Physics; vol. 9; (1972); p. 63,65, View in Reaxys; Michnowicz; Munson; Organic Mass Spectrometry; vol. 6; (1972); p. 283,287, View in Reaxys

appearance potentials

Tajima et al.; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3687, View in Reaxys

UV/VIS Spectroscopy (3) 1 of 3

Description (UV/VIS Spectroscopy)

UV/VIS

Pitt Jun. et al.; Journal of the American Chemical Society; vol. 90; (1968); p. 5902, View in Reaxys 2 of 3

Description (UV/VIS Spectroscopy)

Absorption maxima

Granito; Schultz; Journal of Organic Chemistry; vol. 28; (1963); p. 879, View in Reaxys 3 of 3

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

methanol

Absorption Maxima (UV/ VIS) [nm]

240

Kwart; Keen; Journal of the American Chemical Society; vol. 81; (1959); p. 943,945, View in Reaxys Exposure Assessment (1) Exposure Sources presence in river Elbe surface sediment samples collected at Prelouc Czech Republic

natural and anthropogenic sources

References Skoczynska, Ewa; Korytar, Peter; De Boer, Jacob; Environmental Science and Technology; vol. 42; nb. 17; (2008); p. 6611 - 6618, View in Reaxys

Medchem (6) 1 of 6

Target Name

carbonyl reductase (NADPH) [dog]

Target Synonyms

carbonyl reductase (nadph)

Target, Subunit, Species

carbonyl reductase (NADPH) [dog]

Target Mutant/Chimera Details

carbonyl reductase (NADPH) [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Michaelis-Menten constant for the compound towards dog liver carbonyl reductase was determined in 0.1 M potassium phosphate, pH 6.0 in the presence of 0.1mM NADPH at 25 degree C

Biological Species/NCBI ID

dog

Organs/Tissues

liver

Substance RN

1908667View in Reaxys

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2 of 6

3 of 6

Measurement Parameter

Km (Michaelis constant)

Unit

Qualitative value

Quantitative value

0.011

Measurement pX

4.96

Concomitants: Compound name

NADPH

Concomitants: Compound role

COM

Target Name

carbonyl reductase (NADPH) [dog]

Target Synonyms

carbonyl reductase (nadph)

Target, Subunit, Species

carbonyl reductase (NADPH) [dog]

Target Mutant/Chimera Details

carbonyl reductase (NADPH) [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant for the compound towards dog liver carbonyl reductase was determined in 0.1 M potassium phosphate, pH 6.0 in the presence of 0.1mM NADPH at 25 degree C

Biological Species/NCBI ID

dog

Organs/Tissues

liver

Substance RN

1908667View in Reaxys

Measurement Parameter

kcat

Unit

s-1

Qualitative value

Quantitative value

Concomitants: Compound name

NADPH

Concomitants: Compound role

COM

Target Name

carbonyl reductase (NADPH) [dog]

Target Synonyms

carbonyl reductase (nadph)

Target, Subunit, Species

carbonyl reductase (NADPH) [dog]

Target Mutant/Chimera Details

carbonyl reductase (NADPH) [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio between catalytic constant and Michaelis-Menten constant for the compound towards dog liver carbonyl reductase was determined in 0.1 M potassium phosphate, pH 6.0 in the presence of 0.1mM NADPH at 25 degree C

Biological Species/NCBI ID

dog

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4 of 6

5 of 6

Organs/Tissues

liver

Substance RN

1908667View in Reaxys

Qualitative Results

Kcat/Km not calculated

Measurement Parameter

qualitative

Measurement Object

kcat/Km

Target Name

Estradiol 17-beta-dehydrogenase 1 [Rattus norvegicus]

Target Synonyms

17-beta-hsd 1; 17-beta-hydroxysteroid dehydrogenase type 1; edh17b1; estradiol 17-beta-dehydrogenase 1; hsd17b1

Target Uniprot ID

p51657

Target, Subunit, Species

Estradiol 17-beta-dehydrogenase 1 [Rattus norvegicus]

Target Mutant/Chimera Details

Estradiol 17-beta-dehydrogenase 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent inhibition of 17-beta-hydroxysteroid dehydrogenase 1 from rat testicular microsomes using estrone (E1) (5 uM) as substrate upon incubation in phosphate buffer, pH 7.4 at 37 degree C for 90 min at concentration 100 uM

Biological Species/NCBI ID

Rattus norvegicus

Cells/Cell Lines

testis cell

Substance RN

1908667View in Reaxys

Measurement Parameter

% Inhibition

Unit

Measurement Object

Percent inhibition of 17-beta-hydroxysteroid dehydrogenase 1 from rat testicular microsomes

Qualitative value

Quantitative value

23.73

Deviation

2.85

Concomitants: Compound name

Estrone (E1) (5 uM)

Concomitants: Compound role

COM

Target Name

Testosterone 17-beta-dehydrogenase 3 [Rattus norvegicus]

Target Synonyms

17-beta-hsd 3; 17-beta-hydroxysteroid dehydrogenase type 3; edh17b3; hsd17b3; testicular 17-beta-hydroxysteroid dehydrogenase; testosterone 17-beta-dehydrogenase 3

Target Uniprot ID

o54939

Target, Subunit, Species

Testosterone 17-beta-dehydrogenase 3 [Rattus norvegicus]

Target Mutant/Chimera Details

Testosterone 17-beta-dehydrogenase 3 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent inhibition of 17-beta-hydroxysteroid dehydrogenase 3 from rat testicular microsomes using [1,2,6,7-3H]AD (1.5 uM) as substrate upon incubation in phosphate buffer, pH 7.4 at 37 degree C for 30 min at concentration 100 uM

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6 of 6

Biological Species/NCBI ID

Rattus norvegicus

Cells/Cell Lines

testis cell

Substance RN

1908667View in Reaxys

Measurement Parameter

% Inhibition

Unit

Qualitative value

Quantitative value

18.38

Deviation

0.32

Target Name

Hydroxy-Delta-5-Steroid Dehydrogenase, 3 Beta- Steroid Delta-Isomerase 1 [Rattus norvegicus]

Target Synonyms

hydroxy-delta-5-steroid dehydrogenase, 3 beta- steroid delta-isomerase 1

Target, Subunit, Species

Hydroxy-Delta-5-Steroid Dehydrogenase, 3 Beta- Steroid Delta-Isomerase 1 [Rattus norvegicus]

Target Mutant/Chimera Details

Hydroxy-Delta-5-Steroid Dehydrogenase, 3 Beta- Steroid Delta-Isomerase 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent inhibition of 3-beta-hydroxysteroid dehydrogenase from rat testicular microsomes using [1,2,6,7-3H]DHEA (15 uM) as substrate upon incubation in Tris-HCl buffer, pH 8.4 at 37 degree C for 40 min at concentration 100 uM

Biological Species/NCBI ID

Rattus norvegicus

Cells/Cell Lines

testis cell

Substance RN

1908667View in Reaxys

Measurement Parameter

% Inhibition

Unit

Measurement Object

Percent inhibition

Qualitative value

Quantitative value

Concomitants: Compound name

2; 6; 7-3H]DHEA (15 uM); [1

Concomitants: Compound role

COM; COM; COM; COM

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