Benzylmagnesium chloride [BnMgCl]

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Query Query Mg

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Cl

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2016-06-29 20h:54m:19s (EST)

1 substances in Reaxys

2016-06-29 20h:54m:45s (EST)

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Reaxys ID 878506 View in Reaxys

Cl

1/1 CAS Registry Number: 6921-34-2 Chemical Name: benzylmagnesium chloride; chloro(phenylmethyl)-magnesium; phenylmethylmagnesium chloride; chloro(phenylmethyl)magnesium; benzyl-magnesium chloride; benzyl magnesium chloride; benzyl-magnesium-chloride Linear Structure Formula: MgC6H5CH2Cl Molecular Formula: C7H7ClMg Molecular Weight: 150.891 Type of Substance: isocyclic InChI Key: NRAFPLGJPPJUNB-UHFFFAOYSA-M Note:

Mg

Substance Label (40) Label References 5

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12b

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12

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7b

Glenadel, Quentin; Alazet, Sbastien; Billard, Thierry; Journal of Fluorine Chemistry; vol. 179; (2015); p. 89 - 95, View in Reaxys

BnMgCl

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nb. 17; (2005); p. 7231 - 7240, View in Reaxys; Baeza, Alejandro; Najera, Carmen; Sansano, Jose M.; European Journal of Organic Chemistry; nb. 7; (2007); p. 1101 - 1112, View in Reaxys; Salom-Roig, Xavier J.; Renaud, Philippe; Synthesis; nb. 20; (2006); p. 3419 - 3424, View in Reaxys; Caldwell, John J.; Collins, Ian; Synlett; nb. 16; (2006); p. 2565 - 2568, View in Reaxys; Heibig, Sarah; Sauer, Sven; Cramer, Nicolai; Laschat, Sabine; Baro, Angelika; Frey, Wolfgang; Advanced Synthesis and Catalysis; vol. 349; nb. 14-15; (2007); p. 2331 - 2337, View in Reaxys; Barta, Jan; Pohl, Radek; Klepetarova, Blanka; Ernsting, Nikolaus P.; Hocek, Michal; Journal of Organic Chemistry; vol. 73; nb. 10; (2008); p. 3798 - 3806, View in Reaxys; Cheng, Chia-Fu; Lai, Zhen-Chang; Lee, Yean-Jang; Tetrahedron; vol. 64; nb. 19; (2008); p. 4347 - 4353, View in Reaxys; Olsson, Cecilia; Helgesson, Sara; Frejd, Torbjoern; Tetrahedron Asymmetry; vol. 19; nb. 12; (2008); p. 1483 - 1492, View in Reaxys; Narumi, Tetsuo; Kobayakawa, Takuya; Aikawa, Haruo; Seike, Shunsuke; Tamamura, Hirokazu; Organic Letters; vol. 14; nb. 17; (2012); p. 4490 4493, View in Reaxys; Konno, Tsutomu; Ikemoto, Atsushi; Ishihara, Takashi; Organic and Biomolecular Chemistry; vol. 10; nb. 40; (2012); p. 8154 - 8163, View in Reaxys; Tsubouchi, Akira; Sasaki, Natsuki; Enatsu, Shouko; Takeda, Takeshi; Tetrahedron Letters; vol. 54; nb. 10; (2013); p. 1264 - 1267, View in Reaxys; Zheng, Baisong; Yao, Yuan; Liu, Zhen; Deng, Lisheng; Anglin, Justin L.; Jiang, Hong; Prasad, B.V. Venkataram; Song, Yongcheng; ACS Medicinal Chemistry Letters; vol. 4; nb. 6; (2013); p. 542 - 546, View in Reaxys; Venkatramani, Sudarsan; Pascualini, Matias E.; Ghiviriga, Ion; Abboud, Khalil A.; Veige, Adam S.; Polyhedron; vol. 64; (2013); p. 377 - 387, View in Reaxys; Sen, Indira; Kloer, Daniel; Hall, Roger; Pal, Sitaram; Synthesis (Germany); vol. 45; nb. 21; (2013); p. 3018 - 3028; Art.No: SS-2013-T0397-OP, View in Reaxys; Xin, Minhang; Wen, Jun; Tang, Feng; Tu, Chongxing; Shen, Han; Zhao, Xinge; Bioorganic and Medicinal Chemistry Letters; vol. 23; nb. 24; (2013); p. 6777 - 6783, View in Reaxys; Kunzmann, Martin H.; Bach, Nina C.; Bauer, Bianca; Sieber, Stephan A.; Chemical Science; vol. 5; nb. 3; (2014); p. 1158 - 1167, View in Reaxys; Shaghafi, Michael B.; Barrett, David G.; Willard, Francis S.; Overman, Larry E.; Bioorganic and Medicinal Chemistry Letters; vol. 24; nb. 4; (2014); p. 1031 - 1036, View in Reaxys; Bedford, Robin B.; Brenner, Peter B.; Carter, Emma; Cogswell, Paul M.; Haddow, Mairi F.; Harvey, Jeremy N.; Murphy, Damien M.; Nunn, Joshua; Woodall, Christopher H.; Angewandte Chemie - International Edition; vol. 53; nb. 7; (2014); p. 1804 - 1808; Angew. Chem.; vol. 126; nb. 7; (2014); p. 1835 - 1839,5, View in Reaxys; Snyder, Scott A.; Treitler, Daniel S.; Organic Syntheses; vol. 88; (2012); p. 54 - 69, View in Reaxys; Matousek, Vaclav; Pietrasiak, Ewa; Sigrist, Lukas; Czarniecki, Barbara; Togni, Antonio; European Journal of Organic Chemistry; vol. 2014; nb. 15; (2014); p. 3087 - 3092, View in Reaxys; Nakatsuji, Hidefumi; Sawamura, Yasuhiro; Sakakura, Akira; Ishihara, Kazuaki; Angewandte Chemie - International Edition; vol. 53; nb. 27; (2014); p. 6974 - 6977; Angew. Chem.; vol. 126; nb. 27; (2014); p. 7094 - 7097, View in Reaxys PhCH&2%MgCl

Yamada, Shigeyuki; Takahashi, Toshio; Konno, Tsutomu; Ishihara, Takashi; Journal of Fluorine Chemistry; vol. 149; (2013); p. 95 - 103, View in Reaxys; Tamiaki, Hitoshi; Koizumi, Shun; Tsuji, Kazuki; Kinoshita, Yusuke; Miyatake, Tomohiro; Tetrahedron Letters; vol. 55; nb. 5; (2014); p. 1093 - 1096, View in Reaxys; Shimizu, Makoto; Tateishi, Masasato; Mizota, Isao; Chemistry Letters; vol. 43; nb. 11; (2014); p. 1752 - 1754, View in Reaxys

2

Schaefer, Gabriel; Bode, Jeffrey W.; Organic Letters; vol. 16; nb. 5; (2014); p. 1526 - 1529, View in Reaxys

1

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6a

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2j

Yu, Da-Gang; Wang, Xin; Zhu, Ru-Yi; Luo, Shuang; Zhang, Xiao-Bo; Wang, Bi-Qin; Wang, Lei; Shi, Zhang-Jie; Journal of the American Chemical Society; vol. 134; nb. 36; (2012); p. 14638 - 14641, View in Reaxys

2b

Baert, Francois; Colomb, Julie; Billard, Thierry; Angewandte Chemie, International Edition; vol. 51; nb. 41; (2012); p. 10382 - 10385,4; Angewandte Chemie; vol. 124; nb. 41; (2012); p. 10528 - 10531,4, View in Reaxys

21

Patent; UNIVERSITA DEGLI STUDI DI SIENA; GIULIANI, Germano; CAPPELLI, Andrea; VOMERO, Salvatore; ANZINI, Maurizio; WO2011/7314; (2011); (A1) English, View in Reaxys

5k

Yamada, Shigeyuki; Noma, Mayumi; Hondo, Kazunori; Konno, Tsutomu; Ishihara, Takashi; Journal of Organic Chemistry; vol. 73; nb. 2; (2008); p. 522 - 528, View in Reaxys

PhCH2MgBr

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IId

Tomashenko; Sokolov; Tomashevskii; Potekhin; De Meijere; Russian Journal of Organic Chemistry; vol. 43; nb. 10; (2007); p. 1421 - 1426, View in Reaxys

PhCH2MgCl

Kanai, Motomu; Nakagawa, Yuichi; Tomioka, Kiyoshi; Tetrahedron; vol. 55; nb. 13; (1999); p. 3843 3854, View in Reaxys; Agudoawu, Sammy A.; Yiu, Sai-Hay; Wallace, John L.; Knaus, Edward E.; Archiv der Pharmazie; vol. 332; nb. 6; (1999); p. 213 - 218, View in Reaxys; Spencer, Thomas A.; Onofrey, Tho-

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mas J.; Cann, Reginald O.; Russel, Jonathon S.; Lee, Laura E.; Blanchard, Daniel E.; Castro, Alfredo; Gu, Peide; Jiang, Guojian; Shechter, Ishaiahu; Journal of Organic Chemistry; vol. 64; nb. 3; (1999); p. 807 - 818, View in Reaxys; Terao; Saito; Nii; Kambe; Sonoda; Journal of the American Chemical Society; vol. 120; nb. 45; (1998); p. 11822 - 11823, View in Reaxys; Hunt, James C. A.; Lloyd, Cephas; Moody, Christopher J.; Slawin, Alexandra M. 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3k

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Tab.1., Ent.14., ArMgCl

Dubbaka, Srinivas Reddy; Vogel, Pierre; Tetrahedron Letters; vol. 47; nb. 20; (2006); p. 3345 - 3348, View in Reaxys

educt to 4c/5c

Fries, Stephane; Pytkowicz, Julien; Brigaud, Thierry; Tetrahedron Letters; vol. 46; nb. 28; (2005); p. 4761 - 4764, View in Reaxys

1f

Nagano, Takashi; Hayashi, Tamio; Chemistry Letters; vol. 34; nb. 8; (2005); p. 1152 - 1153, View in Reaxys

7

Raszplewicz; Sikorska; Kiegiel; Balakier; Jurczak; Polish Journal of Chemistry; vol. 79; nb. 12; (2005); p. 1901 - 1907, View in Reaxys

6 for 7c

Canepa, Alicia S.; Bravo, Rodolfo D.; Synthetic Communications; vol. 34; nb. 4; (2004); p. 579 - 588, View in Reaxys

benzylMgCl

Klegraf, Ellen; Follmann, Markus; Schollmeyer, Dieter; Kunz, Horst; European Journal of Organic Chemistry; nb. 15; (2004); p. 3346 - 3360, View in Reaxys

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R2MgX, R2=PhCH2, X=Cl

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26

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13a

Lebrun, Stephane; Couture, Axel; Deniau, Eric; Grandclaudon, Pierre; Tetrahedron Asymmetry; vol. 14; nb. 17; (2003); p. 2625 - 2632, View in Reaxys

2f

Yamanaka; Odani; Ishihara; Konno; Gupton; Journal of Fluorine Chemistry; vol. 108; nb. 2; (2001); p. 199 - 205, View in Reaxys; Blay, Gonzalo; Fernandez, Isabel; Marco-Aleixandre, Alicia; Monje, Belen; Pedro, Jose R; Ruiz, Rafael; Tetrahedron; vol. 58; nb. 42; (2002); p. 8565 - 8571, View in Reaxys

R-MgCl, R=C6H5CH2

Adamczyk, Maciej; Johnson, Donald D.; Mattingly, Phillip G.; Pan, You; Reddy, Rajarathnam E.; Synthetic Communications; vol. 32; nb. 20; (2002); p. 3199 - 3205, View in Reaxys

educt to 15

Aoki, Shin-ya; Ohi, Takahiro; Shimizu, Kazuya; Shiraki, Ryota; Takao, Ken-ichi; Tadano, Kin-ichi; Heterocycles; vol. 58; (2002); p. 57 - 61, View in Reaxys

4c

Raszplewicz; Sikorska; Kiegiel; Jurczak; Polish Journal of Chemistry; vol. 76; nb. 11; (2002); p. 1595 1600, View in Reaxys

RX (run 3-4)

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R4MgCl, R4=Bn

Cimarelli, Cristina; Palmieri, Gianni; Volpini, Emanuela; Tetrahedron; vol. 57; nb. 28; (2001); p. 6089 6096, View in Reaxys

ClMgCH2C6H5

Wen-Bin, Yang; Wu, Chung-Yi; Chang, Che Chien; Wang, Shwu-Huey; Teo, Chin-Fen; Lin, Chun-Hung; Tetrahedron Letters; vol. 42; nb. 39; (2001); p. 6907 - 6910, View in Reaxys

table 1, entry 4

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C6H5CH2MgCl

Beltaief; Besbes; Amor, F. Ben; Amri; Villieras; Tetrahedron; vol. 55; nb. 13; (1999); p. 3949 - 3958, View in Reaxys; Kase, Koichiro; Katayama, Mitsuyoshi; Konno, Tsutomu; Ishihara, Takashi; Yamanaka, Hiroki; Journal of Fluorine Chemistry; vol. 104; nb. 2; (2000); p. 225 - 231, View in Reaxys

A2, PhCH2MgCl

Boger, Dale L.; Goldberg, Joel; Satoh, Shigeki; Ambroise, Yves; Cohen, Steven B.; Vogt, Peter K.; Helvetica Chimica Acta; vol. 83; nb. 8; (2000); p. 1825 - 1845, View in Reaxys

Table 2, entry 5

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2m

Yamanaka, Hiroki; Uegaki, Tomonori; Ishihara, Takashi; Kubota, Toshio; Gupton, John T.; Journal of Fluorine Chemistry; vol. 97; nb. 1-2; (1999); p. 101 - 108, View in Reaxys

BzMgCl

Aguirre, Jose M.; Alesso, Elba N.; Moltrasio Iglesias, Graciela Y.; Mufato, Jorge D.; Journal of Chemical Research - Part S; nb. 8; (1998); p. 464 - 465, View in Reaxys

Patent-Specific Data (10) Location in Patent References Page/Page column

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Melting Point [°C]

150 - 152

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NMR Spectroscopy (2) 1 of 2

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

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UV/VIS Spectroscopy (1) 1 of 1

Description (UV/VIS Spectroscopy)

Spectrum

Wagner,B.O.; Hammond,G.S.; Journal of Organometallic Chemistry; vol. 85; (1975); p. 1 - 14, View in Reaxys

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