(E)-1,4-二氯戊-1-烯-3-酮 | 15787-80-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (E)-1,4-二氯戊-1-烯-3-酮
• 英文名称: (1E)-1,4-dichloropent-1-en-3-one
• 英文别名: 1,4-dichloropent-1-en-3-one；(+/-)-1t,4-dichloro-pent-1-en-3-one；(+/-)-1t,4-Dichlor-pent-1-en-3-on；(E)-1,4-dichloropent-1-en-3-one
• CAS: 15787-80-1
• 化学式: C₅H₆Cl₂O
• 分子量: 153.008
• InChiKey: RBXTWYGEQSHQIC-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1,4-二氯戊-1-烯-3-酮 在 盐酸 、 甲醇 、 羟胺 作用下， 生成 3-(1-chloro-ethyl)-isoxazole
  参考文献：
  名称：

  Kotschetkow; Chorlin, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1937,1939; engl. Ausg. S. 1977, 1979

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯丙酰氯 、 乙炔 在 四氯化碳 、 三氯化铝 作用下， 生成 (E)-1,4-二氯戊-1-烯-3-酮
  参考文献：
  名称：

  Kotschetkow; Chorlin, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1937,1939; engl. Ausg. S. 1977, 1979

  摘要：

  DOI：

文献信息

• 3-Alkenyl-5-chloropyrazoles: expedient synthesis via heterocyclization of 1,1-dichloro-4-halo-1-alken-3-ones with hydrazines
  作者：Galina G. Levkovskaya、Valentina A. Kobelevskaya、Elena V. Rudyakova、Khanh Q. Ha、Dmitrii O. Samultsev、Igor B. Rozentsveig

  DOI：10.1016/j.tet.2011.01.028

  日期：2011.3

  Synthesis of hard-to-reach 5-chloro-3-alkenylpyrazoles was developed via heterocyclization of alkyl-, benzyl- or dialkylhydrazines with 1,1-dichloro-4-halo-1-alken-3-ones obtained from haloacyl chlorides and vinylidene chloride. The reaction process includes the formation of intermediate 5-chloro-3-(1-haloalkyl)pyrazoles followed by dehydrohalogenation. (C) 2011 Elsevier Ltd. All rights reserved.
• Ratio of 1,3- and 1,5-dialkyl-substituted pyrazoles obtained from chlorovinyl alkyl ketones and alkylhydrazines, 3(5)-pyrazoles and alkyl bromides
  作者：A. V. Popov、E. V. Rudyakova、L. I. Larina、V. A. Kobelevskaya、G. G. Levkovskaya

  DOI：10.1134/s1070428014110190

  日期：2014.11

  Unsymmetrically substituted 1,3- and 1,5-dialkylpyrazoles and 1,3-dialkyl-5-chloropyrazoles were prepared. 2-Chlorovinyl ketones react with C-1-C-8-alkylhydrazines along two routes giving mixtures of 1-R'-3-R- and 1-R'-5-R-pyrazoles with the prevalence of 1,3-isomer. The proportion of 3-substituted 1-alkylpyrazole in the isomers mixture grows from 60 to 94-97% with growing length of the alkyl chain in the hydrazine. The alkylation of 1-unsubstituted 3(5)-alkylpyrazoles with alkyl bromides afforded predominantly (by 16-50%) 1,3-disubstituted pyrazoles. 1,3-Dialkyl-5-chloropyrazoles form from 2,2-dichlorovinyl alkyl ketones and functionalized alkylhydrazines. It was suggested to synthesize 1,3-dialkyl-substituted pyrazoles by dechlorination of unsymmetrically substituted 1,3-dialkyl-5-chloropyrazoles in the presence of complex nickel catalyst and water as the proton source.
• Kotschetkow; Chorlin, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1937,1939; engl. Ausg. S. 1977, 1979
  作者：Kotschetkow、Chorlin

  DOI：——

  日期：——