trichloro-N-(1,5,5-trimethyl-2-cyclohexen-1-yl)acetamide | 59874-95-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trichloro-N-(1,5,5-trimethyl-2-cyclohexen-1-yl)acetamide
• 英文别名: 2,2,2-trichloro-N-(1,5,5-trimethylcyclohex-2-en-1-yl)acetamide
• CAS: 59874-95-2
• 化学式: C₁₁H₁₆Cl₃NO
• 分子量: 284.613
• InChiKey: YHNMPALOIFHVDY-UHFFFAOYSA-N

物化性质

• 沸点：
  334.4±42.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trichloro-N-(1,5,5-trimethyl-2-cyclohexen-1-yl)acetamide 在 potassium iodide 作用下， 以 甲醇 为溶剂， 以54 %的产率得到2,2-dichloro-N-(1,5,5-trimethylcyclohex-2-en-1-yl)acetamide
  参考文献：
  名称：

  Selective Hydro‐ and Deuterodechlorination of Trichloroacetamides under Controlled Electrochemical Conditions To Prepare Mono‐, Di‐, and Deuterochloroacetamides

  摘要：

  Mono and dichloro acetamides were prepared via hydrodechlorination reaction of trichloroacetamides under controlled electrochemical conditions. The reactions were carried out in an undivided cell with constant current flow using n‐Bu4NI as supporting electrolyte and methanol as solvent and proton source. Deuterodechlorination of trichloroacetamide was also successful using methanol‐d4 as solvent under identical electrochemical conditions.

  DOI：

  10.1002/adsc.202400372
• 作为产物：
  描述：

  1,5,5-Trimethylcyclohexen-3-yltrichloracetimidat 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 生成 trichloro-N-(1,5,5-trimethyl-2-cyclohexen-1-yl)acetamide
  参考文献：
  名称：

  便利的超人重排的改进条件（1）。

  摘要：

  DOI：

  10.1021/jo9713924

文献信息

• A general method for the synthesis of amines by the rearrangement of allylic trichloroacetimidates. 1,3 Transposition of alcohol and amine functions
  作者：Larry E. Overman

  DOI：10.1021/ja00426a038

  日期：1976.5
• A syn selective dihydroxylation of cyclic allylic trichloroacetamides using catalytic osmium tetroxide
  作者：Kevin Blades、Timothy J Donohoe、Jonathan J.G Winter、Geoffrey Stemp

  DOI：10.1016/s0040-4039(00)00714-0

  日期：2000.6

  A range of cyclic allylic trichloroacetamides has been synthesised. Dihydroxylation utilising catalytic osmium tetroxide and quinuclidine-N-oxide monohydrate as the re-oxidant in dichloromethane yields diols with good levels of syn selectivity. (C) 2000 Elsevier Science Ltd. All rights reserved.