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2-氯甲基吡啶

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2-氯甲基吡啶
IUPAC名
2-(Chloromethyl)pyridine
识别
CAS号 4377-33-7  checkY
PubChem 23393
ChemSpider 21875
SMILES
 
  • C1=CC=NC(=C1)CCl
ChEBI 76601
性质
化学式 C6H6ClN
摩尔质量 127.57 g·mol−1
外观 浅黄色或白色粉末
熔点 79 °C[1]
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中腐蚀性物质的标签图案 《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案
GHS提示词 危险
H-术语 H302, H314
P-术语 P260, P264, P270, P280, P301+312+330, P301+330+331, P310, P363, P405, P501
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

2-氯甲基吡啶是一种有机氯化合物,化学式为C6H6CClN,它是吡啶邻位(2号位)的氢被氯甲基取代的化合物。它可用于合成其它吡啶类配体[2][3]

合成与反应

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2-氯甲基吡啶可由吡啶-2-甲醇和氯化亚砜在二氯甲烷中反应制得。[4]它和甲胺三乙胺存在下反应,可以得到N-甲基吡啶甲胺。[5]

参考文献

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  1. ^ Zhang, Jun; Cui, Huiling; Hojo, Masashi; Shuang, Shaomin; Dong, Chuan. Synthesis and spectral studies of 2-[(N-ethyl carbazole)-3-sulfonyl ethylenediamine]-1-N,N-2-(2-methypyridy) as a fluorescence probe for Zn2+. Bioorganic & Medicinal Chemistry Letters. 2012, 22 (1): 343–346. doi:10.1016/j.bmcl.2011.11.004. 
  2. ^ Buhaibeh, Ruqaya; Duhayon, Carine; Valyaev, Dmitry A.; Sortais, Jean-Baptiste; Canac, Yves. Cationic PCP and PCN NHC Core Pincer-Type Mn(I) Complexes: From Synthesis to Catalysis. Organometallics. 2021, 40 (2): 231–241. S2CID 234156476. doi:10.1021/acs.organomet.0c00717. 
  3. ^ Rapko, B. M.; Duesler, E. N.; Smith, P. H.; Paine, R. T.; Ryan, R. R. Chelating Properties of 2-((Diphenylphosphino)methyl)pyridine N,P-dioxide and 2,6-Bis((diphenylphosphino)methyl)pyridine N,P,P'-trioxide Toward f-Element Ions. Inorganic Chemistry. 1993, 32 (10): 2164–2174. doi:10.1021/ic00062a047. 
  4. ^ Yan, Yu-Hang; Li, Wenfang; Chen, Wei; Li, Chao; Zhu, Kai-Rong; Deng, Ji; Dai, Qing-Qing; Yang, Ling-Ling; Wang, Zhenling; Li, Guo-Bo. Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors. European Journal of Medicinal Chemistry. 2022, 228: 113965. doi:10.1016/j.ejmech.2021.113965. 
  5. ^ Jiang, Zhigan; Wang, Yan; Wang, Wenya; Wang, Shengzheng; Xu, Bo; Fan, Guorong; Dong, Guoqiang; Liu, Yang; Yao, Jianzhong; Miao, Zhenyuan; Zhang, Wannian; Sheng, Chunquan. Discovery of highly potent triazole antifungal derivatives by heterocycle-benzene bioisosteric replacement. European Journal of Medicinal Chemistry. 2013, 64: 16–22. doi:10.1016/j.ejmech.2013.04.025.