acetic acid-(α-deuterio-benzhydryl ester) | 109495-69-4

• 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: acetic acid-(α-deuterio-benzhydryl ester)
• 英文别名: Essigsaeure-(α-deuterio-benzhydrylester)；α-Deutero-benzhydryl-acetat
• CAS: 109495-69-4
• 化学式: C₁₅H₁₄O₂
• 分子量: 227.267
• InChiKey: QBKMWJRMLACRJD-RWFJLFJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  二苯甲酮 在 lithium aluminium deuteride 作用下， 生成 acetic acid-(α-deuterio-benzhydryl ester)
  参考文献：
  名称：

  Bunton et al., Journal of the Chemical Society, 1958, p. 3718

  摘要：

  DOI：

文献信息

• DDQ-Catalyzed Oxidative CO Coupling Of sp³CH Bonds With Carboxylic Acids
  作者：Hong Yi、Qiang Liu、Jie Liu、Ziqi Zeng、Yuhong Yang、Aiwen Lei

  DOI：10.1002/cssc.201200458

  日期：2012.11

  catalytic amounts of DDQ combined with MnO2 as oxidant, an efficient oxidative CO coupling of benzylic sp3 CH bonds with carboxylic acids affords a series of carboxylic esters in 70–98 % yields. A wide range of functional groups and various carboxylic acids are tolerated. The reaction involves both CH functionalization and CO bond formation.

  DA-DDY，DDQ：通过使用DDQ催化量的MnO与组合2作为氧化剂，一种高效氧化Ç 的O苄SP耦合3 Ç  H键与羧酸得到在70-98％的收率一系列羧酸酯。宽泛的官能团和各种羧酸是可以容忍的。该反应涉及既Ç  ħ官能和C  O键的形成。
• Zinc-promoted reactions. 1. Mechanism of the Clemmensen reaction. Reduction of benzophenone in glacial acetic acid
  作者：Maria Luisa Di Vona、Vittorio Rosnati

  DOI：10.1021/jo00013a036

  日期：1991.6

  The mechanism of the Clemmensen reduction of diaryl ketones was investigated by reducing benzophenone, benzhydryl chloride, and dichlorodiphenylmethane in AcOH under a variety of conditions. Besides diphenylmethane, dimeric products were isolated that were indicative of the formation of radical species. Different product distributions were obtained from reactions run under different conditions. The reduction of deuteriated benzhydryl chloride was also performed. A quite complicated mechanistic pattern, involving ionic and nonionic reactions, emerged from the experimental picture. Two pathways, connected through the protonated substrate, were recognized. According to the first pathway the reduction is promoted by a SET from Zn to the substrate, leading to the formation of a carbon radical having one zinc atom bound to the oxygen of the carbonyl group. Benzhydryl chloride, benzhydryl acetate, and dischlorodiphenylmethane are involved in the process. The product distributions suggest the occurrence of several SETs, which involve the formation of different radical species. Ionic reactions are responsible for the second route to the reduced products. Nucleophilic displacements also participate to the complex mechanism.
• Bunton et al., Journal of the Chemical Society, 1958, p. 3718
  作者：Bunton et al.

  DOI：——

  日期：——