1,1-difluoro-3-methyl-3-nitro-2-butanol

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1,1-difluoro-3-methyl-3-nitro-2-butanol
• 英文别名: 1,1-Difluoro-3-methyl-3-nitrobutan-2-ol
• 化学式: C₅H₉F₂NO₃
• 分子量: 169.128
• InChiKey: QCAZCGLVJXVPPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-硝基丙烷 、 二氟乙醛缩半乙醇 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到1,1-difluoro-3-methyl-3-nitro-2-butanol
  参考文献：
  名称：

  The synthesis of fluorinated materials in microreactors

  摘要：

  Synthetic utilities of microreactor for the synthesis of fluorinated materials are described. In particular, synthesis of silylenol ether of 4,4,4-trifluorobutan-2-one and its synthetic application at room temperature. Further, nitroaldol reactions and Michael addition reaction in microreactor are convenient ways for the syntheses of difluoromethylated materials. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.04.010

文献信息

• A remarkably simple route to versatile difluoromethylated molecules
  作者：Sadanori Kaneko、Takashi Yamazaki、Tomoya Kitazume

  DOI：10.1021/jo00060a055

  日期：1993.4

  Difluoroacetaldehyde ethyl hemiacetal (1), prepared from ethyl difluoroacetate and lithium aluminum hydride in diethyl ether, was found to be a potential difluoroethylating reagent for the preparation of a wide variety of difluoromethylated compounds. Compound 1 shows promise for use in the synthesis of carbinols prepared by the reaction of 1 with metal reagents or enol silyl ethers, the synthesis of amino acid ketones and beta-lactams via the nucleophilic reaction of imines, and the synthesis of sugar analogues.