2-(2',6'-dichlorophenyl)propanoyl chloride | 167212-37-5

• 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: 2-(2',6'-dichlorophenyl)propanoyl chloride
• 英文别名: 2-(2,6-Dichlorophenyl)propanoyl chloride
• CAS: 167212-37-5
• 化学式: C₉H₇Cl₃O
• 分子量: 237.513
• InChiKey: ZZKGAYQMLFRBHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 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-(2',6'-dichlorophenyl)propanoyl chloride 在 六甲基磷酰三胺 、 samarium diiodide 、 α,α'-di<(S)-2-hydroxy-2-phenylethyl>-o-xylenedioxide 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 1.2h， 生成 (R)-5-(2',6'-dichlorophenyl)-1-hexen-4-one
  参考文献：
  名称：

  Enantioselective protonation of samarium enolates by a C2-symmetric chiral diol

  摘要：

  High enantioselectivity (up to 97%ee) have been achieved in the protonation of samarium enolates which were generated by SmI2-mediated cross-coupling reaction between unsymmtrical dialkylketene and allyl iodide, using a C-2-symmetric chiral diol as a proton source. The stereochemistry of enolate formation and of the enantioselective protonation is discussed.

  DOI：

  10.1016/0957-4166(94)80086-3
• 作为产物：
  描述：

  2-(2,6-dichlorophenyl)propionic acid 在 氯化亚砜 作用下， 生成 2-(2',6'-dichlorophenyl)propanoyl chloride
  参考文献：
  名称：

  Enantioselective protonation of samarium enolates by a C2-symmetric chiral diol

  摘要：

  High enantioselectivity (up to 97%ee) have been achieved in the protonation of samarium enolates which were generated by SmI2-mediated cross-coupling reaction between unsymmtrical dialkylketene and allyl iodide, using a C-2-symmetric chiral diol as a proton source. The stereochemistry of enolate formation and of the enantioselective protonation is discussed.

  DOI：

  10.1016/0957-4166(94)80086-3

文献信息

• Pyrimidinderivate, ihre Herstellung und Medikamente, die diese Derivate enthalten
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0257378B1

  公开（公告）日：1991-07-03
• US4851519A
  申请人：——

  公开号：US4851519A

  公开（公告）日：1989-07-25
• US5010060A
  申请人：——

  公开号：US5010060A

  公开（公告）日：1991-04-23
• Enantioselective protonation of samarium enolates by a C2-symmetric chiral diol
  作者：Seiji Takeuchi、Akiko Ohira、Norikazu Miyoshi、Hajime Mashio、Yoshiaki Ohgo

  DOI：10.1016/0957-4166(94)80086-3

  日期：1994.9

  High enantioselectivity (up to 97%ee) have been achieved in the protonation of samarium enolates which were generated by SmI2-mediated cross-coupling reaction between unsymmtrical dialkylketene and allyl iodide, using a C-2-symmetric chiral diol as a proton source. The stereochemistry of enolate formation and of the enantioselective protonation is discussed.