trans-4-(2,2-Dibromovinyl)cyclohexanecarboxylic acid chloride | 121318-91-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: trans-4-(2,2-Dibromovinyl)cyclohexanecarboxylic acid chloride
• CAS: 121318-91-0
• 化学式: C₉H₁₁Br₂ClO
• 分子量: 330.447
• InChiKey: VTEYIEACFWEKDA-LJGSYFOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  trans-4-(2,2-Dibromovinyl)cyclohexanecarboxylic acid chloride 在 吡啶 、 正丁基锂 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 trans-4-tert-Butyl-1-(4-ethynylcyclohexyl)-2,6,7-trioxabicyclo[2.2.2]octane
  参考文献：
  名称：

  Insecticidal isomers of 4-tert-butyl-1-(4-ethynylcyclohexyl)-2,6,7-trioxabicyclo [2.2.2] octane and 5-tert-butyl-2-(4-ethynylcyclohexyl)-1,3-dithiane

  摘要：

  Abstract4‐tert‐Butyl‐2,6,7‐trioxabicyclo[2.2.2]octanes and 5‐tert‐butyl‐1,3‐dithianes with the 4‐ethynylcyclohexyl substituent in the 1‐ and 2‐positions, respectively, are potent insecticides modeled on their 4‐ethynylphenyl and hex‐5‐ynyl analogs. The compounds were prepared from dimethyl 1,4‐cyclohexanedicarboxylate, 4‐(2,2‐dibromovinyl)cyclohexanecarboxylic acid, methyl 4‐(1‐chlorovinyl)cyclohexanecarboxylate, and 4‐ethynylcyclohexylmethanol by wellestablished chemistry. The cis and trans isomers of the 1‐cyclohexyl‐trioxabicyclooctane and all four geometric isomers of the 2‐cyclohexyl‐1,3‐dithiane were separated by chromatography of the final products or suitable intermediates. High levels of insecticidal activity were found against houseflies, German cockroaches and aphids for trioxabicyclooctanes and dithianes with the trans ethynylcyclohexyl configuration.

  DOI：

  10.1002/ps.2780440110
• 作为产物：
  描述：

  Methyl trans-4-(2,2-dibromovinyl)cyclohexanecarboxylate 在 氢氧化钾 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 trans-4-(2,2-Dibromovinyl)cyclohexanecarboxylic acid chloride
  参考文献：
  名称：

  Insecticidal isomers of 4-tert-butyl-1-(4-ethynylcyclohexyl)-2,6,7-trioxabicyclo [2.2.2] octane and 5-tert-butyl-2-(4-ethynylcyclohexyl)-1,3-dithiane

  摘要：

  Abstract4‐tert‐Butyl‐2,6,7‐trioxabicyclo[2.2.2]octanes and 5‐tert‐butyl‐1,3‐dithianes with the 4‐ethynylcyclohexyl substituent in the 1‐ and 2‐positions, respectively, are potent insecticides modeled on their 4‐ethynylphenyl and hex‐5‐ynyl analogs. The compounds were prepared from dimethyl 1,4‐cyclohexanedicarboxylate, 4‐(2,2‐dibromovinyl)cyclohexanecarboxylic acid, methyl 4‐(1‐chlorovinyl)cyclohexanecarboxylate, and 4‐ethynylcyclohexylmethanol by wellestablished chemistry. The cis and trans isomers of the 1‐cyclohexyl‐trioxabicyclooctane and all four geometric isomers of the 2‐cyclohexyl‐1,3‐dithiane were separated by chromatography of the final products or suitable intermediates. High levels of insecticidal activity were found against houseflies, German cockroaches and aphids for trioxabicyclooctanes and dithianes with the trans ethynylcyclohexyl configuration.

  DOI：

  10.1002/ps.2780440110