2,6-dideuterio-4-methylbenzotrifluoride

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-dideuterio-4-methylbenzotrifluoride
• 英文别名: 1,3-Dideuterio-5-methyl-2-(trifluoromethyl)benzene
• 化学式: C₈H₇F₃
• 分子量: 162.123
• InChiKey: LRLRAYMYEXQKID-KFRNQKGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dideuterio-4-methylbenzotrifluoride 以 乙腈 为溶剂， 反应 7.0h， 生成 1,2-Dideuterio-5-methyl-3-(trifluoromethyl)benzene
  参考文献：
  名称：

  Phototransposition Reactions of Methyl-Substituted Benzotrifluorides:  Proof of the Role of Trifluoromethyl-Substituted Carbon

  摘要：

  Irradiation in acetonitrile of any one of the six isomers of dimethylbenzotrifluoride 8 resulted in efficient photoisomerization to the others. The dominant processes in these phototransposition reactions divides the isomers into two triads. The first consists of 8-2,6 (2,6-dimethylbenzotrifluoride), 8-2,3, and 8-3,4; the second consists of 8-3,5, 8-2,4, and 8-2,5. Moreover, irradiation of 2,6-dideuterio-4-methylbenzotrifluoride 5-d(2) resulted in formation of 5,6-dideuterio-3-methylbenzotrifluoride 6-d(2). These observations demonstrate that it is the trifluoromethyl-substituted carbon that is the migratory one in these reactions.

  DOI：

  10.1021/jo0205715
• 作为产物：
  描述：

  4-甲基苯胺盐酸盐 在 copper(l) iodide 、 diazotization reagent 、 重水 、 potassium iodide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 2,6-dideuterio-4-methylbenzotrifluoride
  参考文献：
  名称：

  Phototransposition Reactions of Methyl-Substituted Benzotrifluorides:  Proof of the Role of Trifluoromethyl-Substituted Carbon

  摘要：

  Irradiation in acetonitrile of any one of the six isomers of dimethylbenzotrifluoride 8 resulted in efficient photoisomerization to the others. The dominant processes in these phototransposition reactions divides the isomers into two triads. The first consists of 8-2,6 (2,6-dimethylbenzotrifluoride), 8-2,3, and 8-3,4; the second consists of 8-3,5, 8-2,4, and 8-2,5. Moreover, irradiation of 2,6-dideuterio-4-methylbenzotrifluoride 5-d(2) resulted in formation of 5,6-dideuterio-3-methylbenzotrifluoride 6-d(2). These observations demonstrate that it is the trifluoromethyl-substituted carbon that is the migratory one in these reactions.

  DOI：

  10.1021/jo0205715

文献信息

• Phototransposition Reactions of Methyl-Substituted Benzotrifluorides:  Proof of the Role of Trifluoromethyl-Substituted Carbon
  作者：Dayal DeCosta、James Pincock

  DOI：10.1021/jo0205715

  日期：2002.12.1

  Irradiation in acetonitrile of any one of the six isomers of dimethylbenzotrifluoride 8 resulted in efficient photoisomerization to the others. The dominant processes in these phototransposition reactions divides the isomers into two triads. The first consists of 8-2,6 (2,6-dimethylbenzotrifluoride), 8-2,3, and 8-3,4; the second consists of 8-3,5, 8-2,4, and 8-2,5. Moreover, irradiation of 2,6-dideuterio-4-methylbenzotrifluoride 5-d(2) resulted in formation of 5,6-dideuterio-3-methylbenzotrifluoride 6-d(2). These observations demonstrate that it is the trifluoromethyl-substituted carbon that is the migratory one in these reactions.