(Z)-3-p-Tolylamino-pent-2-enedioic acid diethyl ester

• 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: (Z)-3-p-Tolylamino-pent-2-enedioic acid diethyl ester
• 英文别名: diethyl (Z)-3-(4-methylanilino)pent-2-enedioate
• 化学式: C₁₆H₂₁NO₄
• 分子量: 291.347
• InChiKey: OTVMILYZEBNJNO-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-3-p-Tolylamino-pent-2-enedioic acid diethyl ester 在 对甲苯磺酸 作用下， 以 氘代二甲亚砜 为溶剂， 生成 3-p-toluidino-pentenedioic acid diethyl ester
  参考文献：
  名称：

  Isomerization of N-aryl substituted diethyl 3-aminoglutaconates. Part I

  摘要：

  Diethyl acetonedicarboxylate 1 under acid catalysis reacts with aromatic amines and 2-aminonitriles 2 forming N-aryl substituted diethyl 3-aminoglutaconates 3. The structures of the products 3 were studied both in the solid and the liquid state. The presence of the double bond permits two isomeric forms. These E and Z isomers can interchange with one another under catalysis by either an acid or a base in a suitable solvent. The isomeric equilibriums were studied by H-1 NMR spectroscopy with respect to dependence on the polarity of the solvent, the temperature and the substitution present on the aromatic skeleton.

  DOI：

  10.1016/0022-2860(95)09135-1
• 作为产物：
  描述：

  3-p-toluidino-pentenedioic acid diethyl ester 在 对甲苯磺酸 作用下， 以 氘代二甲亚砜 为溶剂， 生成 (Z)-3-p-Tolylamino-pent-2-enedioic acid diethyl ester
  参考文献：
  名称：

  Isomerization of N-aryl substituted diethyl 3-aminoglutaconates. Part I

  摘要：

  Diethyl acetonedicarboxylate 1 under acid catalysis reacts with aromatic amines and 2-aminonitriles 2 forming N-aryl substituted diethyl 3-aminoglutaconates 3. The structures of the products 3 were studied both in the solid and the liquid state. The presence of the double bond permits two isomeric forms. These E and Z isomers can interchange with one another under catalysis by either an acid or a base in a suitable solvent. The isomeric equilibriums were studied by H-1 NMR spectroscopy with respect to dependence on the polarity of the solvent, the temperature and the substitution present on the aromatic skeleton.

  DOI：

  10.1016/0022-2860(95)09135-1

文献信息

• Isomerization of N-aryl substituted diethyl 3-aminoglutaconates. Part I
  作者：Tomáš Charvát、Milan Potáček、Otakar Humpa、Jaromír Marek

  DOI：10.1016/0022-2860(95)09135-1

  日期：1996.4

  Diethyl acetonedicarboxylate 1 under acid catalysis reacts with aromatic amines and 2-aminonitriles 2 forming N-aryl substituted diethyl 3-aminoglutaconates 3. The structures of the products 3 were studied both in the solid and the liquid state. The presence of the double bond permits two isomeric forms. These E and Z isomers can interchange with one another under catalysis by either an acid or a base in a suitable solvent. The isomeric equilibriums were studied by H-1 NMR spectroscopy with respect to dependence on the polarity of the solvent, the temperature and the substitution present on the aromatic skeleton.