1-cyclohexyl-2-(difluoromethylene)butane-1,4-diol | 1415044-11-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-cyclohexyl-2-(difluoromethylene)butane-1,4-diol
• 英文别名: 1-Cyclohexyl-2-(difluoromethylidene)butane-1,4-diol；1-cyclohexyl-2-(difluoromethylidene)butane-1,4-diol
• CAS: 1415044-11-9
• 化学式: C₁₁H₁₈F₂O₂
• 分子量: 220.26
• InChiKey: JJULYEMWMMQIGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4-difluoro-3-(triethylsilyl)-but-3-en-1-ol 、 环己烷基甲醛 在 sodium hydride 、 4-甲氧基苯酚 作用下， 以 mineral oil 为溶剂， 反应 1.5h， 以51%的产率得到1-cyclohexyl-2-(difluoromethylene)butane-1,4-diol
  参考文献：
  名称：

  New approach to 3,3-difluoroallyl alcohol

  摘要：

  A new difluoroalkene with a triethylsilyl group, 4,4-difluoro-3-(triethylsilyl)- but-3-en-1-ol (1), was synthesized as a new building block for 1,1-difluoro-1-alkenes. Treatment of 1 with sodium hydride in the presence of a catalytic amount of p-methoxyphenol induced Si-Csp(2) bond dissociation. Subsequent addition of an aldehyde to the reactive intermediate afforded 3,3-difluoroallyl alcohol (9). The reaction was accelerated by added p-methoxyphenol. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.08.001

文献信息

• New approach to 3,3-difluoroallyl alcohol
  作者：Masaaki Omote、Tatsuya Miake、Atsushi Tarui、Kazuyuki Sato、John T. Welch、Itsumaro Kumadaki、Akira Ando

  DOI：10.1016/j.jfluchem.2012.08.001

  日期：2012.12

  A new difluoroalkene with a triethylsilyl group, 4,4-difluoro-3-(triethylsilyl)- but-3-en-1-ol (1), was synthesized as a new building block for 1,1-difluoro-1-alkenes. Treatment of 1 with sodium hydride in the presence of a catalytic amount of p-methoxyphenol induced Si-Csp(2) bond dissociation. Subsequent addition of an aldehyde to the reactive intermediate afforded 3,3-difluoroallyl alcohol (9). The reaction was accelerated by added p-methoxyphenol. (C) 2012 Elsevier B.V. All rights reserved.