S-1-[2-(3,3,3-trifluoroprop-1-en-2-yl)phenyl]pentyl ethanethioate | 1145778-11-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: S-1-[2-(3,3,3-trifluoroprop-1-en-2-yl)phenyl]pentyl ethanethioate
• 英文别名: Thioacetic acid S-[1-[2-[1-(trifluoromethyl)ethenyl]phenyl]pentyl] ester；S-[1-[2-(3,3,3-trifluoroprop-1-en-2-yl)phenyl]pentyl] ethanethioate
• CAS: 1145778-11-5
• 化学式: C₁₆H₁₉F₃OS
• 分子量: 316.387
• InChiKey: FHJWOJOVAQUTIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-1-[2-(3,3,3-trifluoroprop-1-en-2-yl)phenyl]pentyl ethanethioate 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以73%的产率得到1-butyl-4-difluoromethylene-3,4-dihydro-1H-2-benzothiopyran
  参考文献：
  名称：

  Synthesis of Isochromanes and Isothiochromanes Bearing Fluorinated One-Carbon Units via Intramolecular Cyclizations of ortho-Substituted α-(Trifluoromethyl)styrenes

  摘要：

  alpha-(Trifluoromethyl)styrenes bearing a nucleophilic oxygen or sulfur atom tethered by a methylene or methyne unit at the ortho carbon were prepared by the coupling reaction of 2-bromo-3,3,3-trifluoropropene with aryl iodides via (3,3,3-trifluoroprop-1-en-2-yl) boronic acid. The styrenes thus obtained readily undergo an intramolecular nucleophilic addition or substitution (S(N)2'-type) of the oxygen and sulfur under basic conditions, leading to 4-trifluoromethyl- or 4-difluoromethylene-substituted isochromanes and isothiochromanes, respectively.

  DOI：

  10.3987/com-08-s(f)114
• 作为产物：
  描述：

  、 硫代乙酸 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以600 mg的产率得到S-1-[2-(3,3,3-trifluoroprop-1-en-2-yl)phenyl]pentyl ethanethioate
  参考文献：
  名称：

  Synthesis of Isochromanes and Isothiochromanes Bearing Fluorinated One-Carbon Units via Intramolecular Cyclizations of ortho-Substituted α-(Trifluoromethyl)styrenes

  摘要：

  alpha-(Trifluoromethyl)styrenes bearing a nucleophilic oxygen or sulfur atom tethered by a methylene or methyne unit at the ortho carbon were prepared by the coupling reaction of 2-bromo-3,3,3-trifluoropropene with aryl iodides via (3,3,3-trifluoroprop-1-en-2-yl) boronic acid. The styrenes thus obtained readily undergo an intramolecular nucleophilic addition or substitution (S(N)2'-type) of the oxygen and sulfur under basic conditions, leading to 4-trifluoromethyl- or 4-difluoromethylene-substituted isochromanes and isothiochromanes, respectively.

  DOI：

  10.3987/com-08-s(f)114