(E)-2-methyl-3-phenyl-1,3-pentadiene | 201789-94-8

• 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: (E)-2-methyl-3-phenyl-1,3-pentadiene
• 英文别名: (Z)-2-methyl-3-phenyl-1,3-pentadiene；E-2-methyl-3-phenyl-1,3-pentadiene；2-Methyl-3-phenyl-1,3-butadiene；2-Methylpenta-1,3-dien-3-ylbenzene；2-methylpenta-1,3-dien-3-ylbenzene
• CAS: 201789-94-8
• 化学式: C₁₂H₁₄
• 分子量: 158.243
• InChiKey: MWHFGMCEFAXCIK-UHFFFAOYSA-N

物化性质

• 沸点：
  207.6±7.0 °C(Predicted)
• 密度：
  0.888±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  4-(3-methyl-2-butenyl)-2-phenyl-Δ²-1,3,4-oxadiazolin-5-one 700.0 ℃ 、1.33 Pa 条件下， 以45%的产率得到(E)-2-methyl-3-phenyl-1,3-pentadiene
  参考文献：
  名称：

  Flash vacuum pyrolysis of N-allyl-substituted 1,3,4-oxadiazolin-5-ones

  摘要：

  DOI：

  10.1021/jo01308a031

文献信息

• Evidence for the intermediacy of 1,1-dimethyl-2-phenyl-1-sila-1,3-butadiene in the photochemistry and pyrolysis of 1,1-dimethyl-2-phenyl-1-sila-2-cyclobutene
  作者：Dongjaw Tzeng、Raymond H Fong、H.S. Dilanjan Soysa、William P. Weber

  DOI：10.1016/s0022-328x(00)83007-7

  日期：1981.10

  Photolysis of 1,1-dimethyl-2-phenyl-1-sila-2-cyclobutene (I) in methanol and methanol-O-d1 yields dimethylmethoxy(1-phenyl-2-propenyl)silane and dimethylmethoxy(1-d1-1-phenyl-2-propenyl)silane, respectively, as major products. These products may be formed by reaction of methanol or methanol-O-d1 with 1,1-dimethyl-2-phenyl-1-sila-1,3-butadiene. Gas phase pyrolysis of I and acetone or formaldehyde have

  1,1-二甲基-2-苯基-1-硅-2-环丁烯（I）在甲醇和甲醇-O- d 1中的光解产生二甲基甲氧基（1-苯基-2-丙烯基）硅烷和二甲基甲氧基（1- d 1）分别是-1-苯基-2-丙烯基）硅烷。这些产物可以通过甲醇或甲醇-O- d 1与1，1-二甲基-2-苯基-1-sila-1，3-丁二烯反应形成。还研究了I和丙酮或甲醛的气相热解。
• Stereochemistry of Carbenic 1,2-Vinyl Shifts
  作者：Wolfgang Kirmse、Siegfried Kopannia

  DOI：10.1021/jo971691t

  日期：1998.2.1

  Various 1-phenylbut-3-enylidenes, (Ph)CCR2CH=CHR', were generated thermally and photolytically from tosylhydrazone (diazo) precursors. 1,2-Vinyl shifts, leading to 1,3-dienes, R'CH=CHC(Ph)=CR2, were found to predominate over gamma-C-H insertion (R = Me) and to compete with 1,2-H shifts (R = H). Intramolecular addition to the double bond was detected in the case of R = R' = Me. The resulting bicyclobutane is thermally stable and does not mediate the vinyl shift. Stereospecific migration of 1-propenyl groups (R' = Me), with retention of configuration, was observed on thermolysis and direct photolysis of appropriate substrates. These data exclude the intervention of a triplet diradical and point, to vinyl migration in the singlet manifold. Benzophenone-sensitized generation of the carbenes led to partial stereomutation but did not provide conclusive evidence for a triplet rearrangement (isomerization of the diene products could not be avoided under these conditions).