[二氟-[3-(三氟甲基)苯基]甲基]-三甲基硅烷 | 149194-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [二氟-[3-(三氟甲基)苯基]甲基]-三甲基硅烷
• 英文名称: m-(Trimethylsilyldifluoromethyl)trifluoromethylbenzene
• 英文别名: M-(Trimethylsilyldifluoromethyl)-trifluoromethylbenzene；[difluoro-[3-(trifluoromethyl)phenyl]methyl]-trimethylsilane
• CAS: 149194-34-3
• 化学式: C₁₁H₁₃F₅Si
• 分子量: 268.302
• InChiKey: ZQMNZGHLTTXUEF-UHFFFAOYSA-N

物化性质

• 沸点：
  197.4±40.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• 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：
  5

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 [二氟-[3-(三氟甲基)苯基]甲基]-三甲基硅烷 在 potassium fluoride 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 、 乙醇 为溶剂， 反应 1.0h， 以80%的产率得到1,2-Diphenyl-2,2-difluoroethanol
  参考文献：
  名称：

  Selective electrochemical synthesis and reactivity of functional benzylic fluorosilylsynthons

  摘要：

  Electrochemical reductive silylation of meta-(trifluoromethyl)arenes by the sacrificial anode technique selectively led to meta-trimethylsilyldifluoromethylarenes (ArCF2TMS), in the presence of an excess of TMSCl and in a THF/cosolvent mixture (cosolvent = DMPU or HMPA). In the case of meta-(trimethylsilyldifluoromethyl)trifluoromethylbenzene, the influence of the cosolvent on the silylation selectivity was studied. A cyclic voltammetry study allowed an explanation of the difference in the results obtained between the trifluoromethylbenzene and meta-bistrifluoromethylbenzene series. ArCF2TMS (Ar = Ph, m-CF3C6H4) species were found efficient for ArCF2-group transfer to diverse electrophiles under Fuchigami's conditions (KF catalysis in DMF). (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00373-0
• 作为产物：
  描述：

  三甲基氯硅烷 、 间二三氟甲苯 在 四丁基溴化铵 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 以21%的产率得到[二氟-[3-(三氟甲基)苯基]甲基]-三甲基硅烷
  参考文献：
  名称：

  Selective electrochemical synthesis and reactivity of functional benzylic fluorosilylsynthons

  摘要：

  Electrochemical reductive silylation of meta-(trifluoromethyl)arenes by the sacrificial anode technique selectively led to meta-trimethylsilyldifluoromethylarenes (ArCF2TMS), in the presence of an excess of TMSCl and in a THF/cosolvent mixture (cosolvent = DMPU or HMPA). In the case of meta-(trimethylsilyldifluoromethyl)trifluoromethylbenzene, the influence of the cosolvent on the silylation selectivity was studied. A cyclic voltammetry study allowed an explanation of the difference in the results obtained between the trifluoromethylbenzene and meta-bistrifluoromethylbenzene series. ArCF2TMS (Ar = Ph, m-CF3C6H4) species were found efficient for ArCF2-group transfer to diverse electrophiles under Fuchigami's conditions (KF catalysis in DMF). (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00373-0

文献信息

• Photoinduced novel silylation of CF3-substituted benzenes with disilane and trisilane
  作者：Masahiro Kako、Takahiro Morita、Tetsuya Torihara、Yasuhiro Nakadaira

  DOI：10.1039/c39930000678

  日期：——

  Irradiation of CF3-substituted benzene in the presence of hexamethyldisilane and octamethyltrisilane causes two types of photosilylation, namely one at a benzylic position to give the corresponding benzylic silanes, and the other at aromatic ring to afford the corresponding phenylsilanes.

  在六甲基二硅烷和八甲基三硅烷存在下，对CF3取代的苯进行辐射照射会引发两种类型的光硅化，即一种在苯基位置发生，产生相应的苯基硅烷，另一种在芳香环上发生，得到相应的苯硅烷。
• Selective electrochemical synthesis and reactivity of functional benzylic fluorosilylsynthons
  作者：Philippe Clavel、Guillaume Lessene、Claude Biran、Michel Bordeau、Nicolas Roques、Stéphane Trévin、Dominique de Montauzon

  DOI：10.1016/s0022-1139(00)00373-0

  日期：2001.2

  Electrochemical reductive silylation of meta-(trifluoromethyl)arenes by the sacrificial anode technique selectively led to meta-trimethylsilyldifluoromethylarenes (ArCF2TMS), in the presence of an excess of TMSCl and in a THF/cosolvent mixture (cosolvent = DMPU or HMPA). In the case of meta-(trimethylsilyldifluoromethyl)trifluoromethylbenzene, the influence of the cosolvent on the silylation selectivity was studied. A cyclic voltammetry study allowed an explanation of the difference in the results obtained between the trifluoromethylbenzene and meta-bistrifluoromethylbenzene series. ArCF2TMS (Ar = Ph, m-CF3C6H4) species were found efficient for ArCF2-group transfer to diverse electrophiles under Fuchigami's conditions (KF catalysis in DMF). (C) 2001 Elsevier Science B.V. All rights reserved.