2-羟基-1-甲基环己烷-1-腈 | 66984-23-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-羟基-1-甲基环己烷-1-腈
• 英文名称: 2-hydroxy-1-methylcyclohexanecarbonitrile
• 英文别名: 2-Cyan-2-methyl-cyclohexanol；2-Hydroxy-1-methylcyclohexane-1-carbonitrile；2-hydroxy-1-methylcyclohexane-1-carbonitrile
• CAS: 66984-23-4
• 化学式: C₈H₁₃NO
• 分子量: 139.197
• InChiKey: GEHDSKKKZZPSQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-1-环己烯甲腈 在 lithium hydroxide 、 sodium tetrahydroborate 、 硫酸 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 8.0h， 生成 2-羟基-1-甲基环己烷-1-腈
  参考文献：
  名称：

  Preparation of Enantiopure Ketones and Alcohols Containing a Quaternary Stereocenter through Parallel Kinetic Resolution of β-Keto Nitriles

  摘要：

  Racemic 1-methyl-2-oxocycloalkanecarbonitriles have been subjected to bioreduction by the fungus Mortierella isabellina NRRL 1757 through a parallel kinetic-resolution process. The u and l alcohols thus obtained (up to >99% ee) were easily separated and oxidized to the R and S ketones, respectively. The process can be then repeated so that both enantiomers of the ketone and two epimers of the alcohol can be obtained in their enantiopure forms.

  DOI：

  10.1021/jo011092t

文献信息

• Preparation of Enantiopure Ketones and Alcohols Containing a Quaternary Stereocenter through Parallel Kinetic Resolution of β-Keto Nitriles
  作者：Juan R. Dehli、Vicente Gotor

  DOI：10.1021/jo011092t

  日期：2002.3.1

  Racemic 1-methyl-2-oxocycloalkanecarbonitriles have been subjected to bioreduction by the fungus Mortierella isabellina NRRL 1757 through a parallel kinetic-resolution process. The u and l alcohols thus obtained (up to >99% ee) were easily separated and oxidized to the R and S ketones, respectively. The process can be then repeated so that both enantiomers of the ketone and two epimers of the alcohol can be obtained in their enantiopure forms.