4-甲基溴苄

4-甲基溴苄
英文名	4-Methylbenzyl bromide
別名	對甲基溴苄; 4-甲基苄溴; 4-甲基溴化苄; 4-溴甲基甲苯
識別
CAS號	104-81-4
SMILES	Cc1ccc(CBr)cc1;
性質
化學式	C8H9Br
摩爾質量	185.06 g·mol−1
密度	1.324 g·cm−3
熔點	35.3 °C（308.4 K）
沸點	220 °C（493 K）
相關物質
其他陰離子	4-甲基氯化苄
其他陽離子	溴化苄
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

4-甲基溴苄是一種有機化合物，化學式為C₈H₉Br。它可由4-甲基苯甲醇和三甲基溴矽烷在室溫反應得到，^[4]溴化試劑也可以選用三溴化磷^[5]或六溴丙酮^[6]。它和疊氮化鈉在二甲基亞碸中反應，可以得到4-甲基疊氮化苄^[7]；和苯甲酸在碳酸銫存在下於乙腈中反應，得到苯甲酸-4-甲基苯甲酯。^[8]

參考文獻

^ "Hazardous Substances Data Bank" data were obtained from the National Library of Medicine (US). Retrieved from SciFinder. [2020-05-23].
^ C. W. L. Bevan. 270. Polar effects of alkyl groups in the absence of vicinal steric effects. Journal of the Chemical Society (Resumed). 1960: 1347 [2020-05-29]. ISSN 0368-1769. doi:10.1039/jr9600001347 （英語）.
^ "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2020-05-23].
^ Njomza Ajvazi, Stojan Stavber. Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions. Tetrahedron Letters. 2016-06, 57 (22): 2430–2433 [2020-05-29]. doi:10.1016/j.tetlet.2016.04.083. （原始內容存檔於2018-06-30）（英語）.
^ Francis Giraud, Cedric Loge, Fabrice Pagniez, Damien Crepin, Sophie Barres, Carine Picot, Patrice Le Pape, Marc Le Borgne. Design, synthesis and evaluation of 3-(imidazol- 1-ylmethyl)indoles as antileishmanial agents. Part II. Journal of Enzyme Inhibition and Medicinal Chemistry. 2009-10, 24 (5): 1067–1075 [2020-05-29]. ISSN 1475-6366. doi:10.1080/14756360802610795 （英語）.
^ Kara M. Joseph, Isabel Larraza-Sanchez. Synthesis of benzyl bromides with hexabromoacetone: an alternative path to drug intermediates. Tetrahedron Letters. 2011-01, 52 (1): 13–16 [2020-05-29]. doi:10.1016/j.tetlet.2010.10.133. （原始內容存檔於2018-06-05）（英語）.
^ Ming Li, Kun Dong, Yubin Zheng, Wangze Song. Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs. Organic & Biomolecular Chemistry. 2019, 17 (46): 9933–9941 [2020-05-29]. ISSN 1477-0520. doi:10.1039/C9OB02081K （英語）.
^ Jincheng Mao, Xiaojiang Yang, Hong Yan, Yue He, Yongming Li, Jinzhou Zhao. Effective Synthesis of Benzyl 3-Phenylpropiolates Via Copper(I)-Catalyzed Esterification of Alkynoic Acids with Benzyl Halides Under Ligand-Free Conditions. Catalysis Letters. 2016-05, 146 (5): 886–892 [2020-05-29]. ISSN 1011-372X. doi:10.1007/s10562-015-1690-5 （英語）.

[1] "Hazardous Substances Data Bank" data were obtained from the National Library of Medicine (US). Retrieved from SciFinder. [2020-05-23].

[2] C. W. L. Bevan. 270. Polar effects of alkyl groups in the absence of vicinal steric effects. Journal of the Chemical Society (Resumed). 1960: 1347 [2020-05-29]. ISSN 0368-1769. doi:10.1039/jr9600001347 （英語）.

[3] "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2020-05-23].

[4] Njomza Ajvazi, Stojan Stavber. Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions. Tetrahedron Letters. 2016-06, 57 (22): 2430–2433 [2020-05-29]. doi:10.1016/j.tetlet.2016.04.083. （原始內容存檔於2018-06-30）（英語）.

[5] Francis Giraud, Cedric Loge, Fabrice Pagniez, Damien Crepin, Sophie Barres, Carine Picot, Patrice Le Pape, Marc Le Borgne. Design, synthesis and evaluation of 3-(imidazol- 1-ylmethyl)indoles as antileishmanial agents. Part II. Journal of Enzyme Inhibition and Medicinal Chemistry. 2009-10, 24 (5): 1067–1075 [2020-05-29]. ISSN 1475-6366. doi:10.1080/14756360802610795 （英語）.

[6] Kara M. Joseph, Isabel Larraza-Sanchez. Synthesis of benzyl bromides with hexabromoacetone: an alternative path to drug intermediates. Tetrahedron Letters. 2011-01, 52 (1): 13–16 [2020-05-29]. doi:10.1016/j.tetlet.2010.10.133. （原始內容存檔於2018-06-05）（英語）.

[7] Ming Li, Kun Dong, Yubin Zheng, Wangze Song. Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs. Organic & Biomolecular Chemistry. 2019, 17 (46): 9933–9941 [2020-05-29]. ISSN 1477-0520. doi:10.1039/C9OB02081K （英語）.

[8] Jincheng Mao, Xiaojiang Yang, Hong Yan, Yue He, Yongming Li, Jinzhou Zhao. Effective Synthesis of Benzyl 3-Phenylpropiolates Via Copper(I)-Catalyzed Esterification of Alkynoic Acids with Benzyl Halides Under Ligand-Free Conditions. Catalysis Letters. 2016-05, 146 (5): 886–892 [2020-05-29]. ISSN 1011-372X. doi:10.1007/s10562-015-1690-5 （英語）.

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