1,2,2-triphenylethoxyethene | 62456-52-4

• 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: 1,2,2-triphenylethoxyethene
• 英文别名: 1-Aethoxy-1.2.2-triphenyl-aethylen；1-Ethoxy-1,2,2-triphenylethen；Triphenylvinyl-aethyl-aether；ethyl-triphenylvinyl ether；β-Aethoxy-α.α.β-triphenyl-aethylen；Aethyl-triphenylvinyl-aether；(1-Ethoxy-2,2-diphenylethenyl)benzene
• CAS: 62456-52-4
• 化学式: C₂₂H₂₀O
• 分子量: 300.4
• InChiKey: KBOHIFKFFWXPPH-UHFFFAOYSA-N

物化性质

• 熔点：
  135.5 °C(Solv: ethanol (64-17-5))
• 沸点：
  411.0±24.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2,2-triphenylethoxyethene 在 硫酸 作用下， 生成 1,2,2-三苯乙酮
  参考文献：
  名称：

  Bardan, Bulletin de la Societe Chimique de France, 1931, vol. <4> 49, p. 1875,1879

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl-(α-chloro-benzyl)-ether 生成 1,2,2-triphenylethoxyethene
  参考文献：
  名称：

  Schaumann,E.; Grabley,F.-F., Justus Liebigs Annalen der Chemie, 1977, p. 88 - 100

  摘要：

  DOI：

文献信息

• Some Observations on the Alkylation of Diphenylacetophenone and Diphenylacetone
  作者：Heinrich Rinderknecht

  DOI：10.1021/ja01156a082

  日期：1951.12
• Meier; Boehler, Chemische Berichte, 1957, vol. 90, p. 2342
  作者：Meier、Boehler

  DOI：——

  日期：——
• Meisenheimer, Justus Liebigs Annalen der Chemie, 1927, vol. 456, p. 147
  作者：Meisenheimer

  DOI：——

  日期：——
• Competition of Mechanisms in the Photochemical Cleavage of the C−X Bond of Aryl-Substituted Vinyl Halides
  作者：Carlo Galli、Patrizia Gentili、Alessandra Guarnieri、Shinjiro Kobayashi、Zvi Rappoport

  DOI：10.1021/jo981164p

  日期：1998.12.1

  The photolysis of aryl halides causes homolysis of the carbon-halogen bond and formation of aryl radicals. In contrast, photolysis of vinyl halides can induce both heterolysis of the C-X bond, thereby generating vinyl cations, and homolysis, giving vinyl radicals. Examples of this competition among pathways is reported here for three vinylic precursors, namely, 1,2,2-triphenylbromoethene (1), 1-phenyl-2,2-bis(o-methoxyphenyl)-1-bromoethene (11), and beta-bromostyrene (19). Incursion of the photoinduced S(RN)1 process, through the intermediacy of the vinyl radical, is verified in the presence of reducing nucleophiles, such as the enolate ions of ketones, and in part with (EtO)(2)PO-. Conversely, incursion of the heterolytic path, and intermediacy of the vinyl cation, occurs in the presence of weak electron-donor anions, such as NO2-, N-3(-), and Cl-. The vinyl cation produced from 19, which is less stable than those derived from 1 and 11, gives phenylacetylene via an E1-type elimination. An estimate is provided for the intramolecular rate of interception of the vinyl cation derived from 11 by the ortho-methoxy groups of the beta-o-anisyl substituents. Finally, evidence against a photoinduced electron transfer from RO- ions to vinyl halide 1 is presented.