7-methyl-3-methylene-1-diethylamino-1,6-octadiene | 135788-35-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7-methyl-3-methylene-1-diethylamino-1,6-octadiene
• 英文别名: (1E)-N,N-diethyl-7-methyl-3-methylideneocta-1,6-dien-1-amine
• CAS: 135788-35-1
• 化学式: C₁₄H₂₅N
• 分子量: 207.359
• InChiKey: WSSYZUNXIHYJEY-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  15.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (3Z)-3,7-dimethyl-1-diethylamino-1,3,6-octatriene 、 7-methyl-3-methylene-1-diethylamino-1,6-octadiene 在 溶剂黄146 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 4-methyl-5-(3'-methyl-2'-butenyl)-6-methyl-6-(4'-methyl-3'-pentenyl)-1-formyl-1,3-cyclohexadiene 、 4-(4'-methyl-3'-pentenyl)-6-methyl-(4'-methyl-3'-pentenyl)-1-formyl-1,3-cyclohexadiene
  参考文献：
  名称：

  Cyclodimerization of a citral dienamine

  摘要：

  The dienamine (a mixture of isomers) obtained from citral and diethylamine is converted to a mixture of citral anhydro cyclodimers by the action of weak proton-donor agents. The principal reaction product corresponds to [4 + 2]-cycloaddition of 1-diethylamino-7-methyl-3-methylene-1,6-octadiene (the minor component in the starting dienamine) to the enimmonium form of the protonated dienamine.

  DOI：

  10.1007/bf00961376
• 作为产物：
  描述：

  二乙胺 、 柠檬醛 生成 7-methyl-3-methylene-1-diethylamino-1,6-octadiene 、 (3Z)-3,7-dimethyl-1-diethylamino-1,3,6-octatriene 、 (3E)-3,7-dimethyl-1-diethylamino-1,3,6-octatriene
  参考文献：
  名称：

  Mechanism of cyclocondensation of isoprenoid acyclic ?,?-enals with monoethyl malonate under the conditions of the Knoevenagel reaction

  摘要：

  It was shown that the formation of the di- and trisubstituted derivatives of 1.3-cyclohexadiene-1-carboxylic acid during the condensation of 3-methyl-2-butenal, citral, and farnesal with monoethyl malonate in the presence of secondary amines takes place through the enamines corresponding to these aldehydes, which add to the monoesters of the respective alkenylidenemalonic acids (the "normal" products of the Knoevenagel reaction) by a mechanism of [4 + 2]-cycloaddition. The free carboxyl group in the dienophile is required for the spontaneous transformation of the intermediate [4 + 2]-cycloadducts into the derivatives of cyclohexadiene-1-carboxylic acid in which the catalyst of the process (the secondary amine) is regenerated.

  DOI：

  10.1007/bf00961358

文献信息

• NIGMATOV, A. G.;SEREBRYAKOV, EH. P., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1189-1192
  作者：NIGMATOV, A. G.、SEREBRYAKOV, EH. P.

  DOI：——

  日期：——
• NIGMATOV, A. G.;SEREBRYAKOV, EH. P., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1089-1100
  作者：NIGMATOV, A. G.、SEREBRYAKOV, EH. P.

  DOI：——

  日期：——