α-硝基甲苯

化合物

α-硝基甲苯是一种有机化合物,化学式为C7H7NO2。它可由亚硝酸银溴化苄乙醚中反应得到。[4]苯甲醇亚硝酸钠乙酸的存在下于二氯甲烷中反应,也能制得α-硝基甲苯。[5]它可以被还原剂还原为苄胺[6]

α-硝基甲苯
英文名 α-nitrotoluene
(nitromethyl)benzene
识别
CAS号 622-42-4  checkY
SMILES
 
  • c1ccccc1C[N+](=O)[O-]
性质
化学式 C7H7NO2
摩尔质量 137.14 g·mol−1
熔点 80.7 °C(353.8 K)[1]
沸点 114—115 °C(387—388 K)(12 Torr)[2]
231—233 °C(504—506 K)(分解)[3]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

编辑
  1. ^ Copisarow, M. The purification of trinitrotoluene. Chemical News and Journal of Industrial Science, 1916. 113. 37-38.
  2. ^ Zalukajevs, L. Preparation of phenylnitromethane from phenylacetic acid(俄文). Latvijas PSR Zinatnu Akademijas Vestis, 1954. 3/80. 101-106.
  3. ^ G. B. Brown, R. L. Shriner. SALTS OF NITRO COMPOUNDS. II. THE REACTION OF THE SILVER SALT OF PHENYLNITROMETHANE WITH DIPHENYLBROMOMETHANE. The Journal of Organic Chemistry. 1937-09, 02 (4): 376–380 [2020-06-27]. ISSN 0022-3263. doi:10.1021/jo01227a010 (英语). 
  4. ^ Guofei Huang, Xiaoyu Ren, Chunhui Jiang, Jia-Hong Wu, Guowei Gao, Tianli Wang. Efficient synthesis of ( E )-2-nitromethylcinnamates via phosphine-catalyzed tandem α-addition and 1,3-rearrangement. Organic Chemistry Frontiers. 2019, 6 (16): 2872–2876 [2020-06-27]. ISSN 2052-4129. doi:10.1039/C9QO00478E (英语). 
  5. ^ A. Vidal-Albalat, K. Świderek, J. Izquierdo, S. Rodríguez, V. Moliner, F. V. González. Catalytic enantioselective epoxidation of nitroalkenes. Chemical Communications. 2016, 52 (65): 10060–10063 [2020-06-27]. ISSN 1359-7345. doi:10.1039/C6CC03539F (英语). 
  6. ^ Lei Yu, Qi Zhang, Shu-Shuang Li, Jun Huang, Yong-Mei Liu, He-Yong He, Yong Cao. Gold-Catalyzed Reductive Transformation of Nitro Compounds Using Formic Acid: Mild, Efficient, and Versatile. ChemSusChem. 2015-09-21, 8 (18): 3029–3035 [2020-06-27]. doi:10.1002/cssc.201500869 (英语).