deuteriochlorodiphenylmethane | 778-23-4

• 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: deuteriochlorodiphenylmethane
• 英文别名: chloro-deuterio-diphenyl-methane；α-Deuterio-benzhydrylchlorid；Benzhydrylchlorid-α-d；Chlordiphenylmethan-d；(Chloro-deuterio-phenylmethyl)benzene
• CAS: 778-23-4
• 化学式: C₁₃H₁₁Cl
• 分子量: 203.675
• InChiKey: ZDVDCDLBOLSVGM-YSOHJTORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  deuteriochlorodiphenylmethane 在 盐酸 、 溶剂黄146 、 汞 、 锌 作用下， 反应 4.0h， 生成 二苯基甲烷
  参考文献：
  名称：

  Zinc-promoted reactions. 1. Mechanism of the Clemmensen reaction. Reduction of benzophenone in glacial acetic acid

  摘要：

  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.

  DOI：

  10.1021/jo00013a036
• 作为产物：
  描述：

  二氯二苯甲烷 在 正溴丁烷 、 LiDBB 、 乙醇-D1 作用下， 以 四氢呋喃 为溶剂， 生成 二苯基甲烷-1,1-D2 、 deuteriochlorodiphenylmethane 、 1,2-dideuterio-1,1,2,2-tetraphenylethane 、 1,1,2,2-四苯乙烯
  参考文献：
  名称：

  二苯基甲烷二锂二锂; 生成，与氯二苯基甲烷锂的氧化还原关系，对聚集的影响

  摘要：

  二锂diphenylmethanediide中，Ph 2 CLI 2，通过与锂dichlorodiphenylmethane的反应制备p，p ' -二-叔-butylbiphenyl，与有机卤化物和羰基化合物给予锂Chlorodiphenylmethanide，pH至发生反应2 CLiCl，作为主要产物，并假设存在两种不同的聚合状态。

  DOI：

  10.1039/c39910000438

文献信息

• VONA, M. L. DI;FLORIS, B.;LUCHETTI, L.;ROSNATI, V., TETRAHEDRON LETT., 31,(1990) N2, C. 6081-6084
  作者：VONA, M. L. DI、FLORIS, B.、LUCHETTI, L.、ROSNATI, V.

  DOI：——

  日期：——