(溴二氟甲基)环己烷 | 134134-66-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 中文名称: (溴二氟甲基)环己烷
• 英文名称: (bromodifluoromethyl)cyclohexane
• 英文别名: [bromo(difluoro)methyl]cyclohexane
• CAS: 134134-66-0
• 化学式: C₇H₁₁BrF₂
• 分子量: 213.065
• InChiKey: YHTBENWQVKABNE-UHFFFAOYSA-N

物化性质

• 沸点：
  167.5±25.0 °C(Predicted)
• 密度：
  1.446±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环己烯 在 copper(l) chloride sodium tetrahydroborate 、 C.I.酸性橙108 作用下， 以 二甲基亚砜 、 叔丁醇 为溶剂， 反应 24.0h， 生成 (溴二氟甲基)环己烷
  参考文献：
  名称：

  Difluoromethylation of alkenes via borohydride reduction of 1,3-dibromo-1,1-difluoroalkanes

  摘要：

  DOI：

  10.1021/jo00013a051

文献信息

• Mechanistic Studies on Zinc-Induced Addition of CF2Br2 to Olefins. A Novel Radical Reductive Cyclopropanation on the Zinc Surface
  作者：Shi-Hui Wu、Wei-Zhong Liu、Xi-Kui Jiang

  DOI：10.1021/jo00083a030

  日期：1994.2

  The addition reaction of dibromodifluoromethane (1) to olefins induced by zinc in ethereal solvent differs surprisingly from addition reactions hitherto reported. Both cyclopropane derivatives and 1:1 addition products were obtained from this reaction. A free-radical chain addition reaction induced ; by single electron transfer (SET) is proposed. This reaction is inhibited by hydroquinone and completely quenched by p-dinitrobenzene. The nature of the 1:1 adducts formed revealed the character of a typical radical reaction. The nature of the cyclopropane derivatives formed was also much different from the usual cyclopropane adduct derived from carbene addition. When diallyl ether (15) and norbornadiene (16) were used as substrates, only rearranged 1:1 addition products could be obtained, and no cyclopropane product could be detected. The results of addition reactions with 4-octenes (27) showed also that the cyclopropanation reaction was not stereospecific. On the basis of the above-mentioned results, a novel reductive debromocyclopropanation reaction of the gamma-bromopropyl radical intermediate proceeding on the zinc metal surface is suggested.
• GONZALEZ, JAVIER;FOTI, CHRISTOPHER J.;ELSHEIMER, SETH, J. ORG. CHEM., 56,(1991) N3, C. 4322-4325
  作者：GONZALEZ, JAVIER、FOTI, CHRISTOPHER J.、ELSHEIMER, SETH

  DOI：——

  日期：——
• Difluoromethylation of alkenes via borohydride reduction of 1,3-dibromo-1,1-difluoroalkanes
  作者：Javier Gonzalez、Christopher J. Foti、Seth Elsheimer

  DOI：10.1021/jo00013a051

  日期：1991.6

表征谱图