(1E,3Z)-3-Amino-1-phenyl-1,3,5-hexatriene

• 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: (1E,3Z)-3-Amino-1-phenyl-1,3,5-hexatriene
• 英文别名: (1E,3Z)-1-phenylhexa-1,3,5-trien-3-amine
• 化学式: C₁₂H₁₃N
• 分子量: 171.242
• InChiKey: KZRMUTTYRUATSY-HAOYQXNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  肉桂腈 、 氯丙烯镁 在 ammonium hydroxide 作用下， 生成 (1E,3E)-3-Amino-1-phenyl-1,3,5-hexatriene 、 (1E,3Z)-3-Amino-1-phenyl-1,3,5-hexatriene
  参考文献：
  名称：

  Preparation of Stable Primary Enamines: 1-Aminobutadienes by Allyl Grignard Addition to Aryl Cyanides Followed by Controlled Hydrolysis

  摘要：

  From thermochemical data it is suggested that 1-aminobutadienes are more stable than their nonconjugated imine tautomers by about 2 kcal mol(-1). High level ab initio calculations have established the thermodynamic preference of the conjugated primary enamines over their beta,gamma-unsaturated ketimine isomers in the gas phase. This general prediction of an increased stability of primary enamines by butadiene conjugation has been confirmed experimentally with a variety of representative examples. Allyl Grignard addition to a number of aryl or hetaryl cyanides followed by controlled hydrolysis yields the respective beta,gamma-unsaturated ketimine systems that subsequently rearrange completely to their 1-aminobutadiene isomers. Rearrangement to the thermodynamically more favored alpha,beta-unsaturated imine tautomers is kinetically inhibited and, hence, not observed in these systems. In some cases conjugated enamine formation is already observed at the stage of the organometallic intermediates.

  DOI：

  10.1021/jo00121a055

文献信息

• METHOD FOR PRODUCING DENATURED CONJUGATED DIENE POLYMER, DENATURED CONJUGATED DIENE POLYMER, DENATURED CONJUGATED DIENE POLYMER COMPOSITION, RUBBER COMPOSITION, AND TIRE
  申请人：Asahi Kasei Chemicals Corporation

  公开号：EP2749575A1

  公开（公告）日：2014-07-02

  A method for producing a modified conjugated diene polymer comprising a polymerization step of obtaining a conjugated diene polymer containing a nitrogen atom in a polymer chain and an active end by copolymerizing a conjugated diene compound and a nitrogen atom-containing vinyl compound, or a conjugated diene compound, an aromatic vinyl compound and a nitrogen atom-containing vinyl compound by use of an alkali metal compound and/or an alkaline earth metal compound as a polymerization initiator, and a modification step of reacting a modifier, which is a compound represented by the following formula (1), with the active end of the conjugated diene polymer: where R1 to R4 each independently represent an alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 20 carbon atoms; R5 represents an alkylene group having 3 to 10 carbon atoms; R6 represents an alkylene group having 1 to 20 carbon atoms; m is an integer of 1 or 2; and n is an integer of 2 or 3.

  一种生产改性共轭二烯聚合物的方法，包括 聚合步骤：通过使用碱金属化合物和/或碱土金属化合物作为聚合引发剂，共聚共轭二烯化合物和含氮原子的乙烯基化合物，或共轭二烯化合物、芳香族乙烯基化合物和含氮原子的乙烯基化合物，获得在聚合物链中含有氮原子和活性端的共轭二烯聚合物，以及 改性步骤：将改性剂（由下式（1）表示的化合物）与共轭二烯聚合物的活性端反应： 其中 R1 至 R4 各自独立地代表具有 1 至 20 个碳原子的烷基或具有 6 至 20 个碳原子的芳基；R5 代表具有 3 至 10 个碳原子的亚烷基；R6 代表具有 1 至 20 个碳原子的亚烷基；m 是 1 或 2 的整数；n 是 2 或 3 的整数。
• Galvanisch trennende Koppelstelle für Energie- und/oder Signalübertragung
  申请人：SIEMENS AKTIENGESELLSCHAFT

  公开号：EP0040752B1

  公开（公告）日：1984-09-12
• METHOD FOR PRODUCING MODIFIED CONJUGATED DIENE POLYMER, MODIFIED CONJUGATED DIENE POLYMER, MODIFIED CONJUGATED DIENE POLYMER COMPOSITION, RUBBER COMPOSITION, AND TIRE
  申请人：Asahi Kasei Chemicals Corporation

  公开号：EP2749575B1

  公开（公告）日：2015-05-13
• Method for Producing Modified Conjugated Diene Polymer, Modified Conjugated Diene Polymer, Modified Conjugated Diene Polymer Composition, Rubber Composition and Tire
  申请人：Hayata Daisuke

  公开号：US20140371383A1

  公开（公告）日：2014-12-18

  A method for producing a modified conjugated diene polymer comprising a polymerization step of obtaining a conjugated diene polymer containing a nitrogen atom in a polymer chain and an active end by copolymerizing a conjugated diene compound and a nitrogen atom-containing vinyl compound, or a conjugated diene compound, an aromatic vinyl compound and a nitrogen atom-containing vinyl compound by use of an alkali metal compound and/or an alkaline earth metal compound as a polymerization initiator, and a modification step of reacting a modifier.
• US4399487A
  申请人：——

  公开号：US4399487A

  公开（公告）日：1983-08-16