4,4-dimethyl-3-phenylsulfanyl-valeronitrile | 408340-60-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,4-dimethyl-3-phenylsulfanyl-valeronitrile
• 英文别名: (+/-)-3-Phenylmercapto-4.4-dimethyl-valeriansaeure-nitril；4,4-Dimethyl-3-phenylmercapto-valeronitril；4,4-Dimethyl-3-phenylsulfanylpentanenitrile
• CAS: 408340-60-3
• 化学式: C₁₃H₁₇NS
• 分子量: 219.351
• InChiKey: NHXAIZWAAHBUIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  341.5±25.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-dimethyl-3-phenylsulfanyl-valeronitrile 在 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以81%的产率得到4,4-二甲基戊-2-烯腈
  参考文献：
  名称：

  Efficient dehydrocyanation of hindered 1-substituted olefins

  摘要：

  The chlorosulfides 7 which formed quantitatively by reaction of olefins 5 with PhSCl under neutral conditions could be converted into the unsaturated nitrites 6 in good yields by sequential treatment with alkaline cyanides and MCPBA. a similar result being observed by reversing this order. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00516-6
• 作为产物：
  描述：

  苯次磺酰氯 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 4,4-dimethyl-3-phenylsulfanyl-valeronitrile
  参考文献：
  名称：

  Efficient dehydrocyanation of hindered 1-substituted olefins

  摘要：

  The chlorosulfides 7 which formed quantitatively by reaction of olefins 5 with PhSCl under neutral conditions could be converted into the unsaturated nitrites 6 in good yields by sequential treatment with alkaline cyanides and MCPBA. a similar result being observed by reversing this order. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00516-6

文献信息

• Cyanoalkylation: The Addition of Thiophenol to β-Alkylacrylonitriles
  作者：Robert M. Ross

  DOI：10.1021/ja01178a058

  日期：1949.10
• Efficient dehydrocyanation of hindered 1-substituted olefins
  作者：O. Temmem、D. Uguen、A. De Cian、N. Gruber

  DOI：10.1016/s0040-4039(02)00516-6

  日期：2002.4

  The chlorosulfides 7 which formed quantitatively by reaction of olefins 5 with PhSCl under neutral conditions could be converted into the unsaturated nitrites 6 in good yields by sequential treatment with alkaline cyanides and MCPBA. a similar result being observed by reversing this order. (C) 2002 Elsevier Science Ltd. All rights reserved.