(Z)-2-phenylselanyl-but-2-enenitrile | 99485-38-8

• 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: (Z)-2-phenylselanyl-but-2-enenitrile
• 英文别名: (Z)-2-phenylselanylbut-2-enenitrile
• CAS: 99485-38-8
• 化学式: C₁₀H₉NSe
• 分子量: 222.148
• InChiKey: IVMVQWCZKWXVTO-MBXJOHMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯基氯化硒 、 氰甲基磷酸二乙酯 、 乙醛 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 0.83h， 生成 (Z)-2-phenylselanyl-but-2-enenitrile 、 (E)-2-phenylselanyl-but-2-enenitrile
  参考文献：
  名称：

  Phenyltelluroacrylonitriles and phenylselenoacrylonitriles as precursors of (Z)-α-phenylseleno-α,β-unsaturated aldehydes, β-amino-α-phenylselenonitriles and Diels–Alder adducts

  摘要：

  Reaction of cyanomethylphosphonate with aryl selenenyl (or tellurenyl) halides and aldehydes, under basic conditions, provides alpha -phenylseleno or alpha -phenyltelluro acrylonitriles in good yields. Reaction of the alpha -phenylseleno acrylonitriles with dienes furnishes the corresponding adducts while reaction with amines furnishes alpha -phenylseleno-beta -amino nitriles. Selective reduction of the cyano group with DIBAL-H results in the alpha -phenylseleno-alpha,beta -unsaturated aldehydes. (C) 2001 Elsevier Science Ltd. AU rights reserved.

  DOI：

  10.1016/s0040-4020(01)00580-4

文献信息

• Phenyltelluroacrylonitriles and phenylselenoacrylonitriles as precursors of (Z)-α-phenylseleno-α,β-unsaturated aldehydes, β-amino-α-phenylselenonitriles and Diels–Alder adducts
  作者：Claudio C Silveira、Gelson Perin、Antonio L Braga、Miguel J Dabdoub、Raquel G Jacob

  DOI：10.1016/s0040-4020(01)00580-4

  日期：2001.7

  Reaction of cyanomethylphosphonate with aryl selenenyl (or tellurenyl) halides and aldehydes, under basic conditions, provides alpha -phenylseleno or alpha -phenyltelluro acrylonitriles in good yields. Reaction of the alpha -phenylseleno acrylonitriles with dienes furnishes the corresponding adducts while reaction with amines furnishes alpha -phenylseleno-beta -amino nitriles. Selective reduction of the cyano group with DIBAL-H results in the alpha -phenylseleno-alpha,beta -unsaturated aldehydes. (C) 2001 Elsevier Science Ltd. AU rights reserved.