2-benzyl-2-ethylmalononitrile | 21455-97-0

• 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: 2-benzyl-2-ethylmalononitrile
• 英文别名: benzylethylmalononitrile；Ethyl-benzyl-malodinitril；Benzyl(ethyl)propanedinitrile；2-benzyl-2-ethylpropanedinitrile
• CAS: 21455-97-0
• 化学式: C₁₂H₁₂N₂
• 分子量: 184.241
• InChiKey: KLMALSUCYKBXGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  61-61.5 °C
• 沸点：
  353.1±22.0 °C(Predicted)
• 密度：
  1.052±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzyl-2-ethylmalononitrile 在 Rhodococcus sp. CGMCC 0497 作用下， 反应 90.0h， 生成 (2R)-2-cyano-2-ethyl-3-phenylpropanamide 、 (2S)-2-cyano-2-ethyl-3-phenylpropanamide
  参考文献：
  名称：

  Enantioselective biotransformation of α,α-disubstituted dinitriles to the corresponding 2-cyanoacetamides using Rhodococcus sp. CGMCC 0497

  摘要：

  A new application of nitrile-converting enzymes in the synthesis of optically active alpha,alpha-disubstituted-alpha-cyanoacetamides from alpha,alpha-disubstituted-malononitriles with whole cells of Rhodococcus sp. CGMCC 0497 is described. The products were obtained with enantiomeric excesses of up to >99%, and yields of up to 53%. They are very useful chiral intermediates especially for the synthesis of chiral alpha,alpha-disubstituted amino acids but have never been synthesized directly by chemical or enzymatic methods. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00456-7
• 作为产物：
  描述：

  溴甲苯 在 四丁基溴化铵 potassium tert-butylate 、 potassium carbonate 作用下， 反应 5.17h， 生成 2-benzyl-2-ethylmalononitrile
  参考文献：
  名称：

  Diez-Barra, Enrique; Hoz, Antonio de la; Moreno, Andres, Journal of the Chemical Society. Perkin transactions I, 1991, # 4, p. 2589 - 2592

  摘要：

  DOI：

文献信息

• Sommer,R. et al., Justus Liebigs Annalen der Chemie, 1968, vol. 718, p. 11 - 23
  作者：Sommer,R. et al.

  DOI：——

  日期：——
• Diez-Barra, Enrique; Hoz, Antonio de la; Moreno, Andres, Journal of the Chemical Society. Perkin transactions I, 1991, # 4, p. 2589 - 2592
  作者：Diez-Barra, Enrique、Hoz, Antonio de la、Moreno, Andres、Sanchez-Verdu, Prado

  DOI：——

  日期：——
• Enantioselective biotransformation of α,α-disubstituted dinitriles to the corresponding 2-cyanoacetamides using Rhodococcus sp. CGMCC 0497
  作者：Zhong-Liu Wu、Zu-Yi Li

  DOI：10.1016/s0957-4166(03)00456-7

  日期：2003.8

  A new application of nitrile-converting enzymes in the synthesis of optically active alpha,alpha-disubstituted-alpha-cyanoacetamides from alpha,alpha-disubstituted-malononitriles with whole cells of Rhodococcus sp. CGMCC 0497 is described. The products were obtained with enantiomeric excesses of up to >99%, and yields of up to 53%. They are very useful chiral intermediates especially for the synthesis of chiral alpha,alpha-disubstituted amino acids but have never been synthesized directly by chemical or enzymatic methods. (C) 2003 Elsevier Ltd. All rights reserved.