3-hydroxy-3-(p-chlorophenyl)-2-methylpropionitrile | 831239-10-2

• 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-3-(p-chlorophenyl)-2-methylpropionitrile
• 英文别名: 3-(4-Chlorophenyl)-3-hydroxy-2-methylpropanenitrile
• CAS: 831239-10-2
• 化学式: C₁₀H₁₀ClNO
• 分子量: 195.648
• InChiKey: SCKJAJFJJUEPSL-UHFFFAOYSA-N

物化性质

• 沸点：
  378.1±27.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  4-氯苯甲醛 、 2-溴丙腈 在 五羰基铁 、 三氯溴甲烷 作用下， 以 苯 为溶剂， 以90%的产率得到3-hydroxy-3-(p-chlorophenyl)-2-methylpropionitrile
  参考文献：
  名称：

  Addition of α-Halo-substituted Carbonitriles to and AldehydesKetones in the Presence of Iron Pentacarbonyl

  摘要：

  Halo-substituted carbonitriles in the presence of iron pentacarbonyl react with aldehydes and ketones by Reformatsky reaction type. In contract to halo-substituted esters the nitriles are considerably more reactive toward ketones than aldehydes. At the same time the structure and yield of products obtained from both nitriles and esters are strongly and similarly affected by the character of the para-substituents in the benzaldehyde.

  DOI：

  10.1023/b:rujo.0000034937.39138.2a

文献信息

• An efficient stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes from unactivated Baylis–Hillman adducts using NaBH4/CuCl2·2H2O
  作者：Biswanath Das、Joydeep Banerjee、Anjoy Majhi、Gurram Mahender

  DOI：10.1016/j.tetlet.2004.10.088

  日期：2004.12

  A convenient and facile stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes has been achieved by treatment of unactivated Baylis–Hillman adducts with NaBH4 in the presence of CuCl2·2H2O at room temperature for 15 min.

  在室温下，在CuCl 2 ·2H 2 O存在下，用NaBH 4处理未活化的Baylis-Hillman加合物，可以实现便捷而又简便的立体选择合成（E）-和（Z）-三取代烯烃。
• US8058287B2
  申请人：——

  公开号：US8058287B2

  公开（公告）日：2011-11-15
• Addition of α-Halo-substituted Carbonitriles to and AldehydesKetones in the Presence of Iron Pentacarbonyl
  作者：T. T. Vasil'eva、N. A. Kuz'mina、O. V. Chakhovskaya、N. E. Mysova、A. B. Terent'ev

  DOI：10.1023/b:rujo.0000034937.39138.2a

  日期：2004.2

  Halo-substituted carbonitriles in the presence of iron pentacarbonyl react with aldehydes and ketones by Reformatsky reaction type. In contract to halo-substituted esters the nitriles are considerably more reactive toward ketones than aldehydes. At the same time the structure and yield of products obtained from both nitriles and esters are strongly and similarly affected by the character of the para-substituents in the benzaldehyde.