10,10-difluorobicyclo[4.3.1]deca-1,3,5-triene | 136630-14-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 10,10-difluorobicyclo[4.3.1]deca-1,3,5-triene
• CAS: 136630-14-3
• 化学式: C₁₀H₁₀F₂
• 分子量: 168.186
• InChiKey: CBFUIDBRXVNSQX-UHFFFAOYSA-N

物化性质

• 沸点：
  38-39 °C
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  环己烯 、 10,10-difluorobicyclo[4.3.1]deca-1,3,5-triene 以18%的产率得到7,7-difluoronorcarane
  参考文献：
  名称：

  A photoprecursor for difluorocarbene

  摘要：

  4,4-Difluoropyrazolidine-3,5-dione was synthesized as a precursor for the corresponding pyrazolinedione, envisioned as a photochemical source of difluorocarbene. However, this azo compound proved to be far too unstable. In contrast, 10,10-difluorobicyclo[4.3.1]deca-1,3,5-triene, readily synthesized from indane, was found to be a practical source of difluorocarbene for photochemical as well as thermal cyclopropanation reactions. (C) 2002 Elsevier Science B.V All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00274-9
• 作为产物：
  描述：

  trans-5,6-dibromo-8,8-difluorohexahydro-1H-3a,7a-methanoindene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以94.2%的产率得到10,10-difluorobicyclo[4.3.1]deca-1,3,5-triene
  参考文献：
  名称：

  A photoprecursor for difluorocarbene

  摘要：

  4,4-Difluoropyrazolidine-3,5-dione was synthesized as a precursor for the corresponding pyrazolinedione, envisioned as a photochemical source of difluorocarbene. However, this azo compound proved to be far too unstable. In contrast, 10,10-difluorobicyclo[4.3.1]deca-1,3,5-triene, readily synthesized from indane, was found to be a practical source of difluorocarbene for photochemical as well as thermal cyclopropanation reactions. (C) 2002 Elsevier Science B.V All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00274-9

文献信息

• A photoprecursor for difluorocarbene
  作者：Yigang He、David M. Lemal

  DOI：10.1016/s0022-1139(02)00274-9

  日期：2003.1

  4,4-Difluoropyrazolidine-3,5-dione was synthesized as a precursor for the corresponding pyrazolinedione, envisioned as a photochemical source of difluorocarbene. However, this azo compound proved to be far too unstable. In contrast, 10,10-difluorobicyclo[4.3.1]deca-1,3,5-triene, readily synthesized from indane, was found to be a practical source of difluorocarbene for photochemical as well as thermal cyclopropanation reactions. (C) 2002 Elsevier Science B.V All rights reserved.