2-(2'-benzyl-2'-hydroxy-3'-phenylprop-1'-oxy)-2,2-pentamethylene-1-phenyl-1-ethanone | 139608-42-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(2'-benzyl-2'-hydroxy-3'-phenylprop-1'-oxy)-2,2-pentamethylene-1-phenyl-1-ethanone
• 英文别名: [1-(2-Benzyl-2-hydroxy-3-phenylpropoxy)cyclohexyl]-phenylmethanone
• CAS: 139608-42-7
• 化学式: C₂₉H₃₂O₃
• 分子量: 428.571
• InChiKey: LQSNEUMRKUNHPL-UHFFFAOYSA-N

物化性质

• 沸点：
  596.6±50.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3-bis(phenylmethyl)-1,2-dioxetane 、 1-[Cyclohexylidene(phenyl)methyl]piperidine 在 盐酸 作用下， 生成 环己基苯基甲酮 、 2-(2'-benzyl-2'-hydroxy-3'-phenylprop-1'-oxy)-2,2-pentamethylene-1-phenyl-1-ethanone 、 二苄基甲酮
  参考文献：
  名称：

  .alpha.-Alkoxy ketones from the nucleophilic substitution on the peroxide bond of 3,3-disubstituted 1,2-dioxetanes by enamines

  摘要：

  The reaction of 1,2-dioxetanes with enamines as pi-nucleophiles was investigated. 3,3-Dibenzyl-1,2-dioxetane (1) was allowed to react with enamines 2a-c in methylene chloride to afford after hydrolysis the corresponding alpha-alkoxylated ketones 4a-c. Additionally, the reaction of the dimedone-derived enamine 3 with dioxetane 1 yielded the oxidized enamine adduct 4. Nucleophilic attack of the enamine beta-carbon (S(N)2 reactivity) on the sterically less hindered site of the dioxetane peroxide bond is proposed to constitute the initial step of the reaction.

  DOI：

  10.1021/jo00035a025

文献信息

• .alpha.-Alkoxy ketones from the nucleophilic substitution on the peroxide bond of 3,3-disubstituted 1,2-dioxetanes by enamines
  作者：Waldemar Adam、Simone Andler、Markus Heil、Volkmar Voerckel

  DOI：10.1021/jo00035a025

  日期：1992.4

  The reaction of 1,2-dioxetanes with enamines as pi-nucleophiles was investigated. 3,3-Dibenzyl-1,2-dioxetane (1) was allowed to react with enamines 2a-c in methylene chloride to afford after hydrolysis the corresponding alpha-alkoxylated ketones 4a-c. Additionally, the reaction of the dimedone-derived enamine 3 with dioxetane 1 yielded the oxidized enamine adduct 4. Nucleophilic attack of the enamine beta-carbon (S(N)2 reactivity) on the sterically less hindered site of the dioxetane peroxide bond is proposed to constitute the initial step of the reaction.