tris(dimethylamino)methylium trifluoromethanolate | 1006904-67-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: tris(dimethylamino)methylium trifluoromethanolate
• 英文别名: Hexamethylguanidinium trifluoromethanolate；bis(dimethylamino)methylidene-dimethylazanium;trifluoromethanolate
• CAS: 1006904-67-1
• 化学式: CF₃O*C₇H₁₈N₃
• 分子量: 229.246
• InChiKey: IPQLKLKXTZDZJP-UHFFFAOYSA-N

物化性质

• 熔点：
  122-124 °C(Solv: acetonitrile (75-05-8); ethyl ether (60-29-7))

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  32.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  tris(dimethylamino)methylium trifluoromethanolate 、 L-2-((三氟甲基磺酰基)氧基)丙酸乙酯 以 乙腈 为溶剂， 反应 3.0h， 以96%的产率得到乙基-2-(三氟甲氧基)丙酸酯
  参考文献：
  名称：

  Versatile application of trifluoromethyl triflate

  摘要：

  Hydrolytically stable and easy to handle trifluoromethyl triflate was found to be a liquid reservoir of 'masked' difluorophosgene. Anhydrous F(-) sources cleave the S-O bond in trifluoromethyl triflate yielding quantitatively the trifluoromethanolate salts, being useful trifluoromethoxy group carriers. Reaction of trifluoromethanolates with in situ generated from o-trimethylsilylphenyl triflate benzyne leads to (trifluoromethoxy)benzene and fluorobenzene (ratio 85:15). Whereas an addition of trifluoromethanethiolate anion across a triple bond of benzyne leads to [(trifluoromethyl)sulfanyl]benzene solely. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.105
• 作为产物：
  描述：

  六甲基胍二氟三甲基硅酸盐 、 氟光气 以 二氯甲烷 为溶剂， 生成 tris(dimethylamino)methylium trifluoromethanolate
  参考文献：
  名称：

  Versatile application of trifluoromethyl triflate

  摘要：

  Hydrolytically stable and easy to handle trifluoromethyl triflate was found to be a liquid reservoir of 'masked' difluorophosgene. Anhydrous F(-) sources cleave the S-O bond in trifluoromethyl triflate yielding quantitatively the trifluoromethanolate salts, being useful trifluoromethoxy group carriers. Reaction of trifluoromethanolates with in situ generated from o-trimethylsilylphenyl triflate benzyne leads to (trifluoromethoxy)benzene and fluorobenzene (ratio 85:15). Whereas an addition of trifluoromethanethiolate anion across a triple bond of benzyne leads to [(trifluoromethyl)sulfanyl]benzene solely. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.105

文献信息

• Versatile application of trifluoromethyl triflate
  作者：Alexander A. Kolomeitsev、Mikhail Vorobyev、Hartmut Gillandt

  DOI：10.1016/j.tetlet.2007.11.105

  日期：2008.1

  Hydrolytically stable and easy to handle trifluoromethyl triflate was found to be a liquid reservoir of 'masked' difluorophosgene. Anhydrous F(-) sources cleave the S-O bond in trifluoromethyl triflate yielding quantitatively the trifluoromethanolate salts, being useful trifluoromethoxy group carriers. Reaction of trifluoromethanolates with in situ generated from o-trimethylsilylphenyl triflate benzyne leads to (trifluoromethoxy)benzene and fluorobenzene (ratio 85:15). Whereas an addition of trifluoromethanethiolate anion across a triple bond of benzyne leads to [(trifluoromethyl)sulfanyl]benzene solely. (C) 2007 Elsevier Ltd. All rights reserved.