Benzoic acid 2-chloro-3-oxo-cyclohexyl ester | 146035-60-1

• 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: Benzoic acid 2-chloro-3-oxo-cyclohexyl ester
• 英文别名: (2-Chloro-3-oxocyclohexyl) benzoate
• CAS: 146035-60-1
• 化学式: C₁₃H₁₃ClO₃
• 分子量: 252.697
• InChiKey: BIXGTLMTCBNIQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-氧杂二环[4.1.0]庚烷-2-酮 、 苯甲酰氯 在 Bu₂SnCl₂-PPh₃ 作用下， 以 苯 为溶剂， 反应 15.0h， 生成 Benzoic acid 2-chloro-3-oxo-cyclohexyl ester 、 Benzoic acid 2-chloro-6-oxo-cyclohexyl ester
  参考文献：
  名称：

  Remarkable dependency of the regioselectivity in the ring opening of α,β-epoxyketones upon tin halide-Lewis base complexes as catalysts

  摘要：

  Tin halide-base complexes are used as catalysts for controlling the regioselectivity in the reaction of alpha,beta-epoxyketones with electrophiles. Bu2SnX2-Ph3P complex caused the cleavage of the C-O bond adjacent to the carbonyl group. SnCl2-base complex resulted in the opposite regioselectivity. By using PhCOCl and TsN=C=O as electrophiles, haloesters and 2-oxazolidone were obtained.

  DOI：

  10.1016/s0040-4039(00)60859-6

文献信息

• Remarkable dependency of the regioselectivity in the ring opening of α,β-epoxyketones upon tin halide-Lewis base complexes as catalysts
  作者：Ikuya Shibata、Naritoshi Yoshimura、Akio Baba、Haruo Matsuda

  DOI：10.1016/s0040-4039(00)60859-6

  日期：1992.11

  Tin halide-base complexes are used as catalysts for controlling the regioselectivity in the reaction of alpha,beta-epoxyketones with electrophiles. Bu2SnX2-Ph3P complex caused the cleavage of the C-O bond adjacent to the carbonyl group. SnCl2-base complex resulted in the opposite regioselectivity. By using PhCOCl and TsN=C=O as electrophiles, haloesters and 2-oxazolidone were obtained.