4-Chloro-benzoic acid (Z)-hex-3-enyl ester | 99893-80-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Chloro-benzoic acid (Z)-hex-3-enyl ester
• 英文别名: Benzoic acid, 4-chloro, (Z)-3-hexenyl ester；[(Z)-hex-3-enyl] 4-chlorobenzoate
• CAS: 99893-80-8
• 化学式: C₁₃H₁₅ClO₂
• 分子量: 238.714
• InChiKey: FIWFTOPJYJJZID-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-溴酞亚胺 、 4-Chloro-benzoic acid (Z)-hex-3-enyl ester 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-Chloro-benzoic acid 4-bromo-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester 、 4-Chloro-benzoic acid 3-bromo-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl ester
  参考文献：
  名称：

  Imidyl radicals. 2. Radical Addition ofN-Chlorophthalimide andN-Bromophthalimide to Alkenes

  摘要：

  The addition of N-chlorophthalimide (1b) to alkenes 3 via phthalimidyl radicals introduces a chlorine atom and an imidyl moiety to vicinal C-atoms of a carbon chain. The yields depend on the substituents of the alkene 3. The regioselectivity can be explained by steric and electronic effects; differences in the behavior of the addition of N-chlorophthalimide (1b) and N-bromophthalimide (1a) can be explained by a reversible attack of the phthalimidyl radical to the double bond.

  DOI：

  10.1002/prac.19983400205
• 作为产物：
  描述：

  叶醇 、 4-氯苯甲酰氯 在 吡啶 作用下， 反应 6.5h， 以69%的产率得到4-Chloro-benzoic acid (Z)-hex-3-enyl ester
  参考文献：
  名称：

  Imidyl radicals. 2. Radical Addition ofN-Chlorophthalimide andN-Bromophthalimide to Alkenes

  摘要：

  The addition of N-chlorophthalimide (1b) to alkenes 3 via phthalimidyl radicals introduces a chlorine atom and an imidyl moiety to vicinal C-atoms of a carbon chain. The yields depend on the substituents of the alkene 3. The regioselectivity can be explained by steric and electronic effects; differences in the behavior of the addition of N-chlorophthalimide (1b) and N-bromophthalimide (1a) can be explained by a reversible attack of the phthalimidyl radical to the double bond.

  DOI：

  10.1002/prac.19983400205

文献信息

• Imidyl radicals. 2. Radical Addition ofN-Chlorophthalimide andN-Bromophthalimide to Alkenes
  作者：Andr� Kirsch、Ulrich L�ning

  DOI：10.1002/prac.19983400205

  日期：——

  The addition of N-chlorophthalimide (1b) to alkenes 3 via phthalimidyl radicals introduces a chlorine atom and an imidyl moiety to vicinal C-atoms of a carbon chain. The yields depend on the substituents of the alkene 3. The regioselectivity can be explained by steric and electronic effects; differences in the behavior of the addition of N-chlorophthalimide (1b) and N-bromophthalimide (1a) can be explained by a reversible attack of the phthalimidyl radical to the double bond.