2-cyano-5-phenyl-penta-2,4-dienoic acid methyl ester | 113966-65-7

• 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-cyano-5-phenyl-penta-2,4-dienoic acid methyl ester
• 英文别名: 2-Cyan-5-phenyl-penta-2,4-diensaeure-methylester；β-Styryl-α-cyan-acrylsaeure-methylester；Cinnamalcyanessigsaeure-methylester；α-Cyano-α-cinnamyliden-essigsaeuremethylester；Methyl 2-cyano-5-phenylpenta-2,4-dienoate
• CAS: 113966-65-7
• 化学式: C₁₃H₁₁NO₂
• mdl: MFCD00999317
• 分子量: 213.236
• InChiKey: IWGMHVHTDDLNEA-UHFFFAOYSA-N

物化性质

• 熔点：
  143-145 °C
• 沸点：
  383.6±42.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-cyano-5-phenyl-penta-2,4-dienoic acid methyl ester 生成 2,2'-dicyano-3,3'-(2,4-diphenyl-cyclobutane-1,3-diyl)-di-acrylic acid dimethyl ester
  参考文献：
  名称：

  Reimer, American Chemical Journal, 1911, vol. 45, p. 435

  摘要：

  DOI：
• 作为产物：
  描述：

  肉桂醛 在 盐酸 作用下， 生成 2-cyano-5-phenyl-penta-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Fiquet, Annales de Chimie (Cachan, France), 1893, vol. <6> 29, p. 439

  摘要：

  DOI：

文献信息

• ‘On water’ organocatalyzed enantioselective synthesis of highly functionalized cyclohexanones with an all-carbon quaternary centre from allylidene malononitriles and enones
  作者：Ganga B. Vamisetti、Raghunath Chowdhury、Mukesh Kumar、Sunil K. Ghosh

  DOI：10.1016/j.tetasy.2016.12.012

  日期：2017.2

  An organocatalyzed endo [4+2] cycloaddition between enones as pro-diene and allylidene malononitrile as dienophile leading to cyclohexanones with two 1,3-related stereogenic centres and an all-carbon quaternary centre has been developed. The reactions were performed under 'green reaction' conditions using water as the reaction medium and ambient conditions. When allylidene cyanoacetate was used as the dienophile, cyclohexanones with three contiguous stereogenic centres, one of which is an all-carbon quaternary centre, were formed. The products were obtained in high yield and with acceptable diastereo-and enantioselectivity. (C) 2016 Elsevier Ltd. All rights reserved.
• Reimer; Keller, American Chemical Journal, 1913, vol. 50, p. 167
  作者：Reimer、Keller

  DOI：——

  日期：——
• Reimer, American Chemical Journal, 1911, vol. 45, p. 435
  作者：Reimer

  DOI：——

  日期：——
• Fiquet, Annales de Chimie (Cachan, France), 1893, vol. <6> 29, p. 439
  作者：Fiquet

  DOI：——

  日期：——