3-hydroxy-2,2-dimethyl-3-(m-tolyl)propanenitrile | 1516866-75-3

• 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: 3-hydroxy-2,2-dimethyl-3-(m-tolyl)propanenitrile
• 英文别名: 3-Hydroxy-2,2-dimethyl-3-(3-methylphenyl)propanenitrile；3-hydroxy-2,2-dimethyl-3-(3-methylphenyl)propanenitrile
• CAS: 1516866-75-3
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: AYCKTNOPTLLPKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  2,2-dimethyl-3-oxo-3-(m-tolyl)propanenitrile 在 苯硅烷 、 四丁基氟化铵 、 盐酸 作用下， 以 甲苯 、 四氢呋喃 、 甲醇 为溶剂， 反应 3.67h， 以88%的产率得到3-hydroxy-2,2-dimethyl-3-(m-tolyl)propanenitrile
  参考文献：
  名称：

  Palladium-Catalyzed Carbonylative α-Arylation to β-Ketonitriles

  摘要：

  AbstractA carbonylative α‐arylation process employing unactivated nitriles for the first time is described. The reaction tolerates a range of (hetero)aryl iodides and several nitrile coupling partners. No prefunctionalization of the nitriles is necessary and the resulting β‐ketonitriles are obtained in good to excellent yields. The methodology also allows for a convenient 13C‐labelling of the generated carbonyl moiety.

  DOI：

  10.1002/chem.201402893

文献信息

• Palladium-Catalyzed Carbonylative α-Arylation to β-Ketonitriles
  作者：Johannes Schranck、Mia Burhardt、Christoph Bornschein、Helfried Neumann、Troels Skrydstrup、Matthias Beller

  DOI：10.1002/chem.201402893

  日期：2014.7.28

  AbstractA carbonylative α‐arylation process employing unactivated nitriles for the first time is described. The reaction tolerates a range of (hetero)aryl iodides and several nitrile coupling partners. No prefunctionalization of the nitriles is necessary and the resulting β‐ketonitriles are obtained in good to excellent yields. The methodology also allows for a convenient 13C‐labelling of the generated carbonyl moiety.