benzyl 2,2,3,3,4,4,4-heptafluorobutyrimidate

• 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: benzyl 2,2,3,3,4,4,4-heptafluorobutyrimidate
• 英文别名: Benzyl 2,2,3,3,4,4,4-heptafluorobutanimidate；benzyl 2,2,3,3,4,4,4-heptafluorobutanimidate
• 化学式: C₁₁H₈F₇NO
• 分子量: 303.179
• InChiKey: NIXKELOHCUDREQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  全氟丁胺 、 苯甲醇 在 草酰氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 生成 benzyl 2,2,3,3,4,4,4-heptafluorobutyrimidate
  参考文献：
  名称：

  Preparation and reaction of 4-methoxybenzyl (MPM) and 3,4-dimethoxybenzyl (DMPM) perfluoroimidates

  摘要：

  We have succeeded in one-pot preparation of perfluoroimidates at -78 degrees C by employing the dehydration of perfluoroamide under the "activated" dimethyl sulfoxide (DMSO) species followed by in situ nitrile trapping with alcohols. MPM and DMPM perfluoroimidates can be used to protect alcohols in place of the trichloroacetimidate with excellent chemical properties and in comparable yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01121-6

文献信息

• Activated dimethyl sulfoxide dehydration of amide and its application to one-pot preparation of benzyl-type perfluoroimidates
  作者：Noriyuki Nakajima、Miho Saito、Makoto Ubukata

  DOI：10.1016/s0040-4020(02)00304-6

  日期：2002.4

  Various types of primary amides were treated under an activated dimethyl sulfoxide (DMSO) species, (COCl)(2)-DMSO and Et3N, as a dehydrating agent to obtain nitriles in excellent yield. This dehydration system was extended to a one-pot preparation of perfluoroimidates via volatile perfluoronitriles from perfluoroamides. Fifteen benzyl-type perfluoroimidates can be prepared in 70-90% yield as more stable imidates than the trichloro analogue. MPM- and DMPM-perfluoroimidates can be used to protect alcohols in place of the trichloroacetimidate with excellent chemical properties and in comparable yields. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Preparation and reaction of 4-methoxybenzyl (MPM) and 3,4-dimethoxybenzyl (DMPM) perfluoroimidates
  作者：Noriyuki Nakajima、Miho Saito、Makoto Ubukata

  DOI：10.1016/s0040-4039(98)01121-6

  日期：1998.7

  We have succeeded in one-pot preparation of perfluoroimidates at -78 degrees C by employing the dehydration of perfluoroamide under the "activated" dimethyl sulfoxide (DMSO) species followed by in situ nitrile trapping with alcohols. MPM and DMPM perfluoroimidates can be used to protect alcohols in place of the trichloroacetimidate with excellent chemical properties and in comparable yields. (C) 1998 Elsevier Science Ltd. All rights reserved.