(2Z,4E)-3,6,6-Trimethyl-hepta-2,4-dienoic acid ethyl ester | 130484-26-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2Z,4E)-3,6,6-Trimethyl-hepta-2,4-dienoic acid ethyl ester
• CAS: 130484-26-3
• 化学式: C₁₂H₂₀O₂
• 分子量: 196.29
• InChiKey: POAMYKQQPSINHR-GOJKSUSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  triethyl 3-methyl-4-phosphonocrotonate 、 特戊醛 在 氢氧化钾 、 18-冠醚-6 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 (2Z,4E)-3,6,6-Trimethyl-hepta-2,4-dienoic acid ethyl ester 、 ethyl (2E,4E)-3,6,6-trimethylhepta-2,4-dienoate
  参考文献：
  名称：

  Stereochemistry of the Horner-Emmons reaction between 3-functionally substituted 2-methyl-2-propenylphosphonates and aliphatic aldehydes. 4. Effect of the nature of the aliphatic aldehyde and concentration of the starting reagents

  摘要：

  The double bond formed in the Horner-Emmons reaction has only E configuration independently of the structure of the saturated linear, alpha-branched, and beta-branched aliphatic aldehydes upon their reaction with the diethyl ester of 3-ethoxycarbonyl-2-methyl-2-propenylphosphonic acid, while the ratio of the 2E, 4E and 2Z,4E isomers in the reaction product varies only from 58:42 to 62:38. An increase in the aldehyde concentration leads to an increase in the fraction of the 2Z,4E isomer in the ethyl ester of 2E/Z,4E-3,7-dimethyl-2,4-octadienoic acid formed.

  DOI：

  10.1007/bf00962399