3,3'-Dibromo-2,2',4,4',6,6'-hexamethylbenzophenone | 151334-10-0

• 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: 3,3'-Dibromo-2,2',4,4',6,6'-hexamethylbenzophenone
• 英文别名: Bis(3-bromo-2,4,6-trimethylphenyl)methanone
• CAS: 151334-10-0
• 化学式: C₁₉H₂₀Br₂O
• 分子量: 424.175
• InChiKey: LQRKVLTVMMALDM-UHFFFAOYSA-N

物化性质

• 沸点：
  437.0±45.0 °C(Predicted)
• 密度：
  1.425±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3'-Dibromo-2,2',4,4',6,6'-hexamethylbenzophenone 生成 2,2’,4,4’,6,6’-六甲基二苯甲酮
  参考文献：
  名称：

  Tanner Dennis D., Xie Guo-Jian, Hooz John, Yang Chi-Ming, J. Org. Chem, 58 (1993) N 25, S 7138-7142

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2’,4,4’,6,6’-六甲基二苯甲酮 在 溴 、 碘 、 三氯化铁 作用下， 以 四氯化碳 为溶剂， 以52%的产率得到3,3'-Dibromo-2,2',4,4',6,6'-hexamethylbenzophenone
  参考文献：
  名称：

  The use of chemical probes to differentiate between polar and SET-hydrogen atom abstraction pathways involved in the reduction reaction promoted by an 8-Al-4 anion

  摘要：

  The mechanism for the reduction of aromatic ketones and alkyl halides with lithium tetrakis(N-dihydropyridyl)aluminate was found to proceed competitively by hydride reduction and by single electron transfer (SET)-hydrogen atom abstraction processes. A series of ketyl fragmentation probes were used to differentiate the two pathways. A SET process is the dominant pathway when the ketones involved are sterically hindered or when strong electron acceptors are used as the substrates. The observation that EPR-active intermediates can be detected, or that small amounts of radical derived products are formed, demonstrates only that a SET pathway is available but cannot be used to establish the mechanism of the major product-forming reactions.

  DOI：

  10.1021/jo00074a014

文献信息

• Use of fragmentation probes in a study of the reduction reactions of 8-B-4 complexes
  作者：Dennis D. Tanner、Guo Jian Xie、John Hooz、Chi Ming Yang

  DOI：10.1021/jo00077a042

  日期：1993.12

  The reduction of a number of mechanistic probes with several borate complexes, NaBH4, Li(C2H5)3-BH, and lithium dimesityl borohydride, has been shown to occur by both an electron transfer-hydrogen atom abstraction mechanism and a hydride transfer process. Although the electron transfer-hydrogen atom abstraction mechanism can nearly always be detected or be initiated, it is usually only a minor reaction, and only when the reducing agent and/or the substrate is sterically hindered or when the acceptor is a strong oxidizing agent is the homolytic pathway preferred.