3,4-dimethyl-1,6-diphenylhexa-1,5-diene | 107847-42-7

• 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: 3,4-dimethyl-1,6-diphenylhexa-1,5-diene
• 英文别名: [(1E,5E)-3,4-dimethyl-6-phenylhexa-1,5-dienyl]benzene
• CAS: 107847-42-7
• 化学式: C₂₀H₂₂
• 分子量: 262.395
• InChiKey: PBRNYWVORMBLCN-WXUKJITCSA-N

物化性质

• 沸点：
  410.8±45.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• 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

• 作为产物：
  描述：

  反式肉桂醛 、 甲基溴化镁 在 VCl2(TMEDA)2 、 氧气 作用下， 生成 3,4-dimethyl-1,6-diphenylhexa-1,5-diene 、 4,5-diphenylocta-2,6-diene 、 3-methyl-1,4-diphenylhepta-1,5-diene
  参考文献：
  名称：

  A Novel C−C Single-Bond Formation Accompanying C−O Bond Cleavage by Use of a Ketone, an Alkylating Reagent, and a Low-Valent Vanadium Complex in the Presence of a Catalytic Amount of Molecular Oxygen

  摘要：

  A C-C single-bond-forming reaction from ketones with accompanying C-O bond cleavage mediated by a RMgBr or RLi-vanadium(II)-O-2 system has been accomplished. Different from conventional reductive coupling reactions of ketones such as the McMurry coupling, the present method forms a C-C single (instead of a double) bond and yields a product that contains components derived from the ketone and the alkylating reagent in a one-pot reaction. Collaboration of both a low-valent vanadium(II) species and a higher-valent vanadium species produced from vanadium(II) and a catalytic amount of O-2 effects the abstraction of the oxygen atom from a C-O bond.

  DOI：

  10.1021/jo971164+

文献信息

• Reaction of phenyl-substituted allyllithiums with tert-alkyl bromides. Remarkable difference in the alkylation regiochemistry between a polar process and the one involving single-electron transfer
  作者：Jiro Tanaka、Masatomo Nojima、Shigekazu Kusabayashi

  DOI：10.1021/ja00245a033

  日期：1987.5

  Un chemin reactionnel polaire favorise l'attaque au niveau du site phenyl substitue (C-1) tandis qu'un couplage au niveau de l'autre site (C-3) se produit de facon predominante dans le cas d'un mecanisme SET

  Un chemin reactnel polaire favourise l'attaque au niveau du site phenyl substitue (C-1) tandis qu'un couplage au niveau de l'autre site (C-3) se produit de facon predominante dans le cas d'un mecanisme SET
• A Novel C−C Single-Bond Formation Accompanying C−O Bond Cleavage by Use of a Ketone, an Alkylating Reagent, and a Low-Valent Vanadium Complex in the Presence of a Catalytic Amount of Molecular Oxygen
  作者：Yasutaka Kataoka、Hiroaki Akiyama、Isamu Makihira、Kazuhide Tani

  DOI：10.1021/jo971164+

  日期：1997.11.1

  A C-C single-bond-forming reaction from ketones with accompanying C-O bond cleavage mediated by a RMgBr or RLi-vanadium(II)-O-2 system has been accomplished. Different from conventional reductive coupling reactions of ketones such as the McMurry coupling, the present method forms a C-C single (instead of a double) bond and yields a product that contains components derived from the ketone and the alkylating reagent in a one-pot reaction. Collaboration of both a low-valent vanadium(II) species and a higher-valent vanadium species produced from vanadium(II) and a catalytic amount of O-2 effects the abstraction of the oxygen atom from a C-O bond.