2-氯甲基吡啶
化合物
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]
2-氯甲基吡啶 | |
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IUPAC名 2-(Chloromethyl)pyridine | |
识别 | |
CAS号 | 4377-33-7 |
PubChem | 23393 |
ChemSpider | 21875 |
SMILES |
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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 | |
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。 |
合成与反应
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]它和甲胺在三乙胺存在下反应,可以得到N-甲基吡啶甲胺。[5]
参考文献
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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.