diethyl 1,3-dimethylcyclohexane cis-1,3-dicarboxylate | 34217-99-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 1,3-dimethylcyclohexane cis-1,3-dicarboxylate
• 英文别名: cis-1,3-dimethyl-1,3-diethoxycarbonylcyclohexane
• CAS: 34217-99-7
• 化学式: C₁₄H₂₄O₄
• 分子量: 256.342
• InChiKey: JONUYOUISDWTPW-OKILXGFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  甲醇 、 diethyl cyclohexane 1,3-dicarboxylate 、 碘甲烷 生成 diethyl 1,3-dimethylcyclohexane cis-1,3-dicarboxylate 、 trans-1,3-dimethyl-1,3-diethoxycarbonylcyclohexane 、 1-ethyl-3-methyl 1-methylcyclohexane cis-1,3-dicarboxylate 、 1-ethyl-3-methyl 1-methylcyclohexane trans-1,3-dicarboxylate
  参考文献：
  名称：

  Mechanism of stereospecific alcohol elimination from cyclohexanetrans-1,3-dicarboxylates under electron impact ionization

  摘要：

  AbstractDiesters of cyclohexane trans‐1,3‐dicarboxylic acid give rise to major [M  ROH]+·. ions under electron impact ionization. A mass spectral study of the isomeric mixed methyl ethyl esters of the diacid, substituted by a methyl group at position 1 and deuterium labelled at position 3, indicates a stepwise mechanism for this alcohol elimination; the 3‐hydrogen (or deuterium) is transferred to the carbonyl of the 1‐ester group in the initial step. Subsequent migration of that hydrogen (or deuterium) to the alkoxyl of position 3 results in the highly site‐ and stereospecific alcohol elimination. CID spectra of the [M  ROH]+. ions obtained from the stereoisomeric diesters clearly show that they have different structures (or are different mixtures of structures).

  DOI：

  10.1002/oms.1210290703