ethyl chlorofluoroiodoacetate | 764663-57-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl chlorofluoroiodoacetate
• 英文别名: Zwxgaishkjpaiz-uhfffaoysa-；ethyl 2-chloro-2-fluoro-2-iodoacetate
• CAS: 764663-57-2
• 化学式: C₄H₅ClFIO₂
• 分子量: 266.438
• InChiKey: ZWXGAISHKJPAIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl chlorofluoroiodoacetate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.67h， 以30%的产率得到chlorofluoroiodoacetic acid
  参考文献：
  名称：

  Preparation of (+)-chlorofluoroiodomethane, determination of its enantiomeric excess and of its absolute configuration

  摘要：

  Chlorofluoroiodoacetic acid (FCIICCO2H) has been synthesized in four Steps from chlorotrifluoroethylene. Enantio-enriched (+)-chlorofluoroiodomethane 1 [(+)-CHFCII] with 63.3% ee was obtained by stereoselective decarboxylation in triethyleneglycol at 110degreesC and 110 mmHg of the diastereomeric salt {(+)-FCIICCO2H, (-)-strychnine} having 67% de. The enantiomeric excess of (+)-CHFCII was determined by gas chromatography on a chiral modified cyclodextrin stationary phase. The (S)-(+)-/(R)(-)-configurations were assigned by quantum mechanical calculations of the specific rotation Using density functional theory. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.06.006
• 作为产物：
  描述：

  1,2-dichloro-1,2-difluoro-2-iodo-1-ethoxyethane 在 硫酸 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以78%的产率得到ethyl chlorofluoroiodoacetate
  参考文献：
  名称：

  Preparation of (+)-chlorofluoroiodomethane, determination of its enantiomeric excess and of its absolute configuration

  摘要：

  Chlorofluoroiodoacetic acid (FCIICCO2H) has been synthesized in four Steps from chlorotrifluoroethylene. Enantio-enriched (+)-chlorofluoroiodomethane 1 [(+)-CHFCII] with 63.3% ee was obtained by stereoselective decarboxylation in triethyleneglycol at 110degreesC and 110 mmHg of the diastereomeric salt {(+)-FCIICCO2H, (-)-strychnine} having 67% de. The enantiomeric excess of (+)-CHFCII was determined by gas chromatography on a chiral modified cyclodextrin stationary phase. The (S)-(+)-/(R)(-)-configurations were assigned by quantum mechanical calculations of the specific rotation Using density functional theory. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.06.006

表征谱图