2-methyl-5-(1-methylethenyl)cyclohex-2-enecarbonitrile | 93378-82-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-methyl-5-(1-methylethenyl)cyclohex-2-enecarbonitrile
• 英文别名: 2-Methyl-5-isopropenylcyclohex-2-enecarbonitrile；2-Methyl-5-prop-1-en-2-ylcyclohex-2-ene-1-carbonitrile
• CAS: 93378-82-6
• 化学式: C₁₁H₁₅N
• 分子量: 161.247
• InChiKey: WFAGFLOPJPBXFB-UHFFFAOYSA-N

物化性质

• 沸点：
  263.1±40.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  香芹酮 在 samarium diiodide 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2-methyl-5-(1-methylethenyl)cyclohex-2-enecarbonitrile
  参考文献：
  名称：

  Cyano phosphate: an efficient intermediate for the chemoselective conversion of carbonyl compounds to nitriles

  摘要：

  Cyanohydrin diethyl phosphates, readily obtained from various ketones and aldehydes by reaction with diethyl phosphorocyanidate and lithium cyanide, reacted chemoselectively with samarium(II) iodide in THF to give the corresponding nitriles in excellent yields. This method was also found applicable to alpha,beta-unsaturated carbonyl compounds via cyano phosphates to give beta,gamma-unsaturated nitriles, not obtainable by standard methods, without isomerization of the double bonds.

  DOI：

  10.1021/jo00005a031

文献信息

• Cyanophosphate: An efficient intermediate for conversion of carbonyl compounds to nitriles
  作者：Ryuji Yoneda、Shinya Harusawa、Takushi Kurihara

  DOI：10.1016/s0040-4039(01)80482-2

  日期：1989.1

  A novel and high yield conversion of saturated or unsaturated carbonyl compounds to nitriles cyanophosphates by samarium diiodide in the presence of -butanol is described.

  描述了在-丁醇存在下通过二碘化sa将饱和或不饱和羰基化合物新颖且高收率地转化为氰基腈腈的方法。
• Yoneda, Ryuji; Osaki, Takahiro; Harusawa, Shinya, Journal of the Chemical Society. Perkin transactions I, 1990, p. 607 - 610
  作者：Yoneda, Ryuji、Osaki, Takahiro、Harusawa, Shinya、Kurihara, Takushi

  DOI：——

  日期：——
• YONEDA, RYUJI;HARUSAWA, SHINYA;KURIHARA, TAKUSHI, TETRAHEDRON LETT., 30,(1989) N8, C. 3681-3684
  作者：YONEDA, RYUJI、HARUSAWA, SHINYA、KURIHARA, TAKUSHI

  DOI：——

  日期：——
• YONEDA, RYUJI;OSAKI, TAKAHIRO;HARUSAWA, SHINYA;KURIHARA, TAKUSHI, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 607-610
  作者：YONEDA, RYUJI、OSAKI, TAKAHIRO、HARUSAWA, SHINYA、KURIHARA, TAKUSHI

  DOI：——

  日期：——
• YONEDA, RYUJI;HARUSAWA, SHINYA;KURIHARA, TAKUSHI, J. ORG. CHEM., 56,(1991) N, C. 1827-1832
  作者：YONEDA, RYUJI、HARUSAWA, SHINYA、KURIHARA, TAKUSHI

  DOI：——

  日期：——