2,2-dichloro-1-(thiophen-2-yl)ethanol | 35304-63-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2,2-dichloro-1-(thiophen-2-yl)ethanol
• 英文别名: 2,2-dichloro-1-thiophen-2-yl-ethanol；2,2-dichloro-1-thiophen-2-ylethanol
• CAS: 35304-63-3
• 化学式: C₆H₆Cl₂OS
• 分子量: 197.085
• InChiKey: GQPLKZVPVMDIQG-UHFFFAOYSA-N

物化性质

• 沸点：
  299.5±35.0 °C(Predicted)
• 密度：
  1.480±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dichloro-1-(thiophen-2-yl)ethanol 、 硫脲 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以32%的产率得到5-(thiophen-2-yl)thiazol-2-amine
  参考文献：
  名称：

  Dichloromethyllithium: Synthesis and Application in Continuous Flow Mode

  摘要：

  A simple and robust procedure for the synthesis and use of thermally unstable dichloromethyllithium in continuous flow mode is described. By utilizing residence times in the range of milliseconds for the generation and electrophilic quench of dichloromethyllithium, the straightforward synthesis of dichlorocarbinols and benzylic pinacol esters was realized at reaction temperatures of -30 degrees C, whereas typical temperatures in traditional batch mode are below, -78 degrees C. The excellent purity profile obtained from the flow process allows us to directly telescope the exiting flow stream into semibatch quenches for further modifications. All transformations gave the desired products in remarkable purity and yield on gram scale with no need for chromatography.

  DOI：

  10.1021/acs.orglett.6b03753
• 作为产物：
  描述：

  2-噻吩甲醛 、 二氯甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.08h， 以98%的产率得到2,2-dichloro-1-(thiophen-2-yl)ethanol
  参考文献：
  名称：

  Dichloromethyllithium: Synthesis and Application in Continuous Flow Mode

  摘要：

  A simple and robust procedure for the synthesis and use of thermally unstable dichloromethyllithium in continuous flow mode is described. By utilizing residence times in the range of milliseconds for the generation and electrophilic quench of dichloromethyllithium, the straightforward synthesis of dichlorocarbinols and benzylic pinacol esters was realized at reaction temperatures of -30 degrees C, whereas typical temperatures in traditional batch mode are below, -78 degrees C. The excellent purity profile obtained from the flow process allows us to directly telescope the exiting flow stream into semibatch quenches for further modifications. All transformations gave the desired products in remarkable purity and yield on gram scale with no need for chromatography.

  DOI：

  10.1021/acs.orglett.6b03753