9-phenyl-1,3(E),8(E)-nonatriene | 136824-29-8

• 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: 9-phenyl-1,3(E),8(E)-nonatriene
• 英文别名: [(1E,6E)-nona-1,6,8-trienyl]benzene
• CAS: 136824-29-8
• 化学式: C₁₅H₁₈
• 分子量: 198.308
• InChiKey: HCGRWFUUTYXVBG-GMHKHPCXSA-N

物化性质

• 沸点：
  322.6±22.0 °C(Predicted)
• 密度：
  0.908±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9-phenyl-1,3(E),8(E)-nonatriene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 49.0h， 生成 7-苯基-1H-茚
  参考文献：
  名称：

  The triplex Diels-Alder reaction: intramolecular cycloaddition of phenyl-substituted alkenes to 1,3-dienes

  摘要：

  The triplex Diels-Alder reaction of dienes and styrene-like dienophiles that are covalently linked with a flexible alkyl chain was investigated. Sensitization with 9,10-dicyanoanthracene in benzene solution leads to good yields of [4 + 2] adducts when the diene is a derivative of cyclohexadiene and the linking chain contains two atoms. If the linking chain contains three atoms, dyotropic transfer of hydrogens occurs. When acyclic dienes are employed, it is believed that conformational isomers lead to mixtures containing considerable yields of both [4 + 2] and [2 + 2] cycloadducts.

  DOI：

  10.1021/jo00026a023
• 作为产物：
  描述：

  2,4-Pentadienyl acetate 、 [(1E)-4-溴-1-丁烯-1-基]苯 在 dilithium tetrachlorocuprate 、 magnesium 作用下， 生成 9-phenyl-1,3(E),8(E)-nonatriene
  参考文献：
  名称：

  The triplex Diels-Alder reaction: intramolecular cycloaddition of phenyl-substituted alkenes to 1,3-dienes

  摘要：

  The triplex Diels-Alder reaction of dienes and styrene-like dienophiles that are covalently linked with a flexible alkyl chain was investigated. Sensitization with 9,10-dicyanoanthracene in benzene solution leads to good yields of [4 + 2] adducts when the diene is a derivative of cyclohexadiene and the linking chain contains two atoms. If the linking chain contains three atoms, dyotropic transfer of hydrogens occurs. When acyclic dienes are employed, it is believed that conformational isomers lead to mixtures containing considerable yields of both [4 + 2] and [2 + 2] cycloadducts.

  DOI：

  10.1021/jo00026a023

文献信息

• The triplex Diels-Alder reaction: intramolecular cycloaddition of phenyl-substituted alkenes to 1,3-dienes
  作者：Ingrid Wolfle、Samantha Chan、Gary B. Schuster

  DOI：10.1021/jo00026a023

  日期：1991.12

  The triplex Diels-Alder reaction of dienes and styrene-like dienophiles that are covalently linked with a flexible alkyl chain was investigated. Sensitization with 9,10-dicyanoanthracene in benzene solution leads to good yields of [4 + 2] adducts when the diene is a derivative of cyclohexadiene and the linking chain contains two atoms. If the linking chain contains three atoms, dyotropic transfer of hydrogens occurs. When acyclic dienes are employed, it is believed that conformational isomers lead to mixtures containing considerable yields of both [4 + 2] and [2 + 2] cycloadducts.