4-氯亚苄基丙二腈

4-氯亚苄基丙二腈
识别
CAS号	1867-38-5
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）
危险性
GHS提示词	危险
H-术语	H317, H319
P-术语	P280, P305+351+338
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

4-氯亚苄基丙二腈是一种有机化合物，化学式为C₁₁H₅ClN₂，可由丙二腈和4-氯苯甲醛的Knoevenagel反应制得。^[3]它和叔丁基碘（德语：2-Iod-2-methylpropan）、三乙基硼在痕量氧的存在下反应，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]

参考文献

^ 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）.
^ ^2.0 ^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）.
^ 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）.
^ 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）.
^ 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）.
^ 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.

[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）.

[CB-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.

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