N,N-dimethylaminothiocarbonylthiomethyl triphenyl phosphonium bromide | 110637-63-3

• 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: N,N-dimethylaminothiocarbonylthiomethyl triphenyl phosphonium bromide
• 英文别名: Dimethylcarbamothioylsulfanylmethyl(triphenyl)phosphanium;bromide
• CAS: 110637-63-3
• 化学式: Br*C₂₂H₂₃NPS₂
• 分子量: 476.441
• InChiKey: XIDNGDDPQJJULG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 N,N-dimethylaminothiocarbonylthiomethyl triphenyl phosphonium bromide 在 水 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 styryl dimethylcarbamodithioate 、 (Z)-styryl dimethylcarbamodithioate
  参考文献：
  名称：

  A Novel Synthesis of Vinyl DithiocarbamatesviaPhosphonium Ylides

  摘要：

  In the presence of potassium carbonate, N,N-dimethylamino thiocarbonyl thiomethyl triphenylphosphonium bromide can form the corresponding ylide in situ, which can undergo Wittig reaction with aldehydes to give vinyl dithiocarbamates in high yields. If the esters were hydrolysized in the presence of mercuric chloride, a new method to lengthen aldehydes by one carbon atom was accomplished.

  DOI：

  10.1080/00397919608003642
• 作为产物：
  描述：

  溴甲基三苯基溴化磷 、 sodium dimethyldithiocarbamate 以 氯仿 为溶剂， 反应 10.0h， 以85.4%的产率得到N,N-dimethylaminothiocarbonylthiomethyl triphenyl phosphonium bromide
  参考文献：
  名称：

  (.alpha.-Haloalkyl)phosphonium salts and sulfur nucleophiles: a new type of reaction mechanism

  摘要：

  DOI：

  10.1021/jo00233a008

文献信息

• (.alpha.-Haloalkyl)phosphonium salts and sulfur nucleophiles: a new type of reaction mechanism
  作者：Remo Galli

  DOI：10.1021/jo00233a008

  日期：1987.11
• A Novel Synthesis of Vinyl Dithiocarbamates<i>via</i>Phosphonium Ylides
  作者：Zhi-Zhen Huang、Lu Ling Wu

  DOI：10.1080/00397919608003642

  日期：1996.2

  In the presence of potassium carbonate, N,N-dimethylamino thiocarbonyl thiomethyl triphenylphosphonium bromide can form the corresponding ylide in situ, which can undergo Wittig reaction with aldehydes to give vinyl dithiocarbamates in high yields. If the esters were hydrolysized in the presence of mercuric chloride, a new method to lengthen aldehydes by one carbon atom was accomplished.