O,O-bis(2,2,2-trichloroethyl)thiocarbonate | 62468-16-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: O,O-bis(2,2,2-trichloroethyl)thiocarbonate
• 英文别名: Bis(2,2,2-trichloroethoxy)methanethione
• CAS: 62468-16-0
• 化学式: C₅H₄Cl₆O₂S
• 分子量: 340.87
• InChiKey: PWQHAHOOMKFOJN-UHFFFAOYSA-N

物化性质

• 沸点：
  290.3±50.0 °C(Predicted)
• 密度：
  1.728±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  O,O-bis(2,2,2-trichloroethyl)thiocarbonate 在 三氟化溴 作用下， 以90%的产率得到bis(2,2,2-trichloroethoxy)difluoromethane
  参考文献：
  名称：

  Pyridine•BrF₃, the Missing Link for Clean Fluorinations of Aromatic Derivatives

  摘要：

  This work demonstrates the unique features of the never used before Py center dot BrF3 complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF3 is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py center dot BrF3 complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].

  DOI：

  10.1021/ol3000348
• 作为产物：
  描述：

  硫光气 、 2,2,2-三氯乙醇 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 O,O-bis(2,2,2-trichloroethyl)thiocarbonate
  参考文献：
  名称：

  Constructing the OCF₂O Moiety Using BrF₃

  摘要：

  A general preparation for aromatic and aliphatic, cyclic as well as linear, symmetric and asymmetric difluoromethylenedioxy derivatives is described. The alcohols were reacted with thiophosgene to give thiocarbonates, which in turn were reacted with BrF(3). The fluorination step is complete in seconds with moderate to high yields under mild conditions.

  DOI：

  10.1021/jo801116n