4-氯亚苄基丙二腈

化合物

4-氯亚苄基丙二腈是一种有机化合物,化学式为C11H5ClN2,可由丙二腈4-氯苯甲醛的Knoevenagel反应制得。[3]它和叔丁基碘德语2-Iod-2-methylpropan三乙基硼在痕量的存在下反应,可以得到2-[1-(4-氯苯基)-2,2-二甲基丙基]丙二腈;[4]它和N-氯代丁二酰亚胺在乙酸钠催化下于乙腈中反应,可以得到N-[2-氯-1-(4-氯苯基)-2,2-二氰基乙基]丁二酰亚胺;[5]硼氢化钠可以将其还原为4-氯苄基丙二腈。[6]

4-氯亚苄基丙二腈
识别
CAS号 1867-38-5  checkY
性质
化学式 C11H5ClN2
摩尔质量 200.62 g·mol−1
外观 无色晶体
熔点 162—164 °C(435—437 K)[1]
危险性
GHS提示词 危险
H-术语 H317, H319[2]
P-术语 P280, P305+351+338[2]
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. ^ Younes Moussaoui, Ridha Ben Salem. Catalyzed Knoevenagel reactions on inorganic solid supports: Application to the synthesis of coumarine compounds. Comptes Rendus Chimie. 2007-12, 10 (12): 1162–1169 [2021-05-31]. doi:10.1016/j.crci.2007.08.007. (原始内容存档于2018-06-17) (英语). 
  2. ^ 2.0 2.1 4-氯苄亚基丙二腈化学品安全技术说明书. chemBlink. [2021-05-31]. (原始内容存档于2021-06-03). 
  3. ^ Samahe Sadjadi, Maryam Akbari, Fatemeh Ghoreyshi Kahangi, Majid M. Heravi. Acidic polymer containing sulfunic acid and carboxylic acid groups heterogenized with natural clay: A novel metal free and heterogeneous catalyst for acid-catalyzed reactions. Polyhedron. 2020-03, 179: 114375 [2021-05-31]. doi:10.1016/j.poly.2020.114375 (英语). 
  4. ^ Jing-Yuan Liu, Yoeng-Jiunn Jang, Wen-Wei Lin, Ju-Tsung Liu, Ching-Fa Yao. Triethylaluminum- or Triethylborane-Induced Free Radical Reaction of Alkyl Iodides and α,β-Unsaturated Compounds. The Journal of Organic Chemistry. 2003-05-01, 68 (10): 4030–4038 [2021-05-31]. ISSN 0022-3263. doi:10.1021/jo020681b (英语). 
  5. ^ Wenli Li, Zhanguo Chen, Jimei Zhou, Junli Hu, Wei Xia. Sodium Acetate-catalyzed Regiospecific and High Stereoselective Aminobromination of β,β-Dicyanostyrene Derivatives with NBS as Nitrogen/Bromine Source. Chinese Journal of Chemistry. 2012-04, 30 (4): 830–836 [2021-05-31]. doi:10.1002/cjoc.201100346 (英语). 
  6. ^ Mauger, J.; Robert A. Selective reduction by sodium borohydride of an ester or nitrile group in epoxides gem-disubstituted with two electron attracting groups. Tetrahedron, 1988. 44 (9): 2493-2502. ISSN: 0040-4020.