2-bromo-3,4,4-trichloro-3-butenoyl chloride | 913966-90-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 2-bromo-3,4,4-trichloro-3-butenoyl chloride
• 英文别名: 2-bromo-3,4,4-trichlorobut-3-enoyl chloride
• CAS: 913966-90-2
• 化学式: C₄HBrCl₄O
• 分子量: 286.767
• InChiKey: JSAZNFOBEPRMQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2-bromo-3,4,4-trichloro-3-butenoyl chloride 、 胆固醇 在 吡啶 作用下， 以 苯 为溶剂， 以90%的产率得到cholesterolyl 2-bromo-3,4,4-trichlorobut-3-enoate
  参考文献：
  名称：

  2-Bromo-3,4,4-trichlorobut-3-enoates of certain natural alcohols, phenols, and oximes of carbonyl compounds

  摘要：

  先前未见报道的2-溴-3,4,4-三氯-3-丁烯酸酯1b-23b，通过2-溴-3,4,4-三氯-3-丁烯酰氯在吡啶存在下的反应，以84-91%的产率从天然醇（包括萜类和甾体、植物酚类以及天然羰基化合物的肟1a-23a）中合成。

  DOI：

  10.1007/s10600-006-0093-7
• 作为产物：
  描述：

  3,4,4-trichloro-3-butenoyl chloride 在 溴 作用下， 以 四氯化碳 为溶剂， 反应 30.0h， 以65%的产率得到2-bromo-3,4,4-trichloro-3-butenoyl chloride
  参考文献：
  名称：

  Synthesis of 3,4-dibromo-3,4,4-trichloro-1-phenylbutan-1-one and 1-aryl-2-bromo-3,4,4-trichlorobut-3-en-1-ones from 3,4,4-trichlorobut-3-enoic acid

  摘要：

  Bromination of 3,4,4-trichlorobut-3-enoic acid in boiling carbon tetrachloride led to the formation of 2-bromo-3,4,4-trichlorobut-3-enoic acid as a result of replacement of hydrogen in the CH2 group. The reaction at 40 degrees C involved the double C=C bond to give 3,4-dibromo-3,4,4-trichlorobutanoic acid. The brominated acids were converted into the corresponding chlorides which were used to acylate benzene, toluene, and bromobenzene according to Friedel-Crafts. The acylation was not selective, and only the reaction of 3,4-dibromo-3,4,4-trichlorobutanoyl chloride with benzene gave 3,4-dibromo-3,4,4-trichloro-1-phenylbutan-1-one as the only product. 1-Aryl-2-bromo-3,4,4-trichlorobut-3-en-1-ones were synthesized by bromination of the corresponding 1-aryl-3,4,4-trichlorobut-3-en-1-ones which were prepared previously by Friedel-Crafts acylation of substituted benzenes with 3,4,4-trichlorobut-3-enoyl chloride.

  DOI：

  10.1134/s107042800711005x

文献信息

• New esters of vanillin and vanillal with some alkane-and arenecarboxylic acids
  作者：E. A. Dikusar

  DOI：10.1134/s1070427206060322

  日期：2006.6

  Previously unknown esters were synthesized by the reaction of vanillin and vanillal with carboxylic acid chlorides.
• Synthesis of esters of D, L-, D(+)-, and L(−)-camphor oximes: Structure-odor correlation
  作者：E. A. Dikusar、N. A. Zhukovskaya、O. G. Vyglazov

  DOI：10.1134/s1070427206120147

  日期：2006.12

  Esters of D,L-, D(+)-, and L(-)-camphor oximes were synthesized, and the correlation between their structure and odor was examined.