1-Fluoro-1-chloro-1,1a,6,6a-tetrahydro-1a-methylcyclopropindene | 137675-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1-Fluoro-1-chloro-1,1a,6,6a-tetrahydro-1a-methylcyclopropindene
• 英文别名: 1-Fluoro-1-chloro-1,1a,6,6a-tetrahydro-1a-methylcycloprop[a]indene；1-Chloro-1-fluoro-1a-methyl-6,6a-dihydrocyclopropa[a]indene
• CAS: 137675-22-0；137765-93-6
• 化学式: C₁₁H₁₀ClF
• 分子量: 196.652
• InChiKey: GULCZUTWYXFPLD-UHFFFAOYSA-N

物化性质

• 沸点：
  245.8±40.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Fluoro-1-chloro-1,1a,6,6a-tetrahydro-1a-methylcyclopropindene 在 氢氧化钾 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到1-Methyl-2-fluoronaphthalene
  参考文献：
  名称：

  Reaction of fluorochlorocarbene with cyclopentadiene, indene, and their alkyl derivatives by phase transfer catalysis

  摘要：

  Fluorohalocarbene, generated from CHCl2F using phase transfer catalysis, reacts with indene, cyclopentadiene, and their alkyl derivatives to form 2-fluoronaphthalenes or fluorobenzenes in 9-60% yield. Reactions proceed through formation of unstable fluorochlorocyclopropanes, which rearrange selectively independently of their stereochemical configuration into the corresponding aromatic fluorides with elimination of HCl.

  DOI：

  10.1007/bf00957859
• 作为产物：
  描述：

  二氯氟甲烷 、 3-甲基茚 在 氢氧化钾 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1-Methyl-2-fluoronaphthalene 、 1-Fluoro-1-chloro-1,1a,6,6a-tetrahydro-1a-methylcyclopropindene
  参考文献：
  名称：

  Reaction of fluorochlorocarbene with cyclopentadiene, indene, and their alkyl derivatives by phase transfer catalysis

  摘要：

  Fluorohalocarbene, generated from CHCl2F using phase transfer catalysis, reacts with indene, cyclopentadiene, and their alkyl derivatives to form 2-fluoronaphthalenes or fluorobenzenes in 9-60% yield. Reactions proceed through formation of unstable fluorochlorocyclopropanes, which rearrange selectively independently of their stereochemical configuration into the corresponding aromatic fluorides with elimination of HCl.

  DOI：

  10.1007/bf00957859