3-Bromophenyl mesityl ketone | 1146-81-2

• 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-Bromophenyl mesityl ketone
• 英文别名: 3'-bromo-2,4,6-trimethyl-benzophenone；3'-Brom-2,4,6-trimethyl-benzophenon；2,4,6-Trimethyl-3'-brom-thiobenzophenon；2,4,6-Trimethyl-3'-brom-benzophenon；(3-Bromophenyl)-(2,4,6-trimethylphenyl)methanone
• CAS: 1146-81-2
• 化学式: C₁₆H₁₅BrO
• mdl: MFCD00181817
• 分子量: 303.198
• InChiKey: DKPXUUMQGALVFE-UHFFFAOYSA-N

物化性质

• 熔点：
  86-87 °C
• 沸点：
  198-200 °C(Press: 8 Torr)
• 密度：
  1.303±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 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-Bromophenyl mesityl ketone 在 LDPA 作用下， 以 四氢呋喃 为溶剂， 反应 80.0h， 生成 2,4,6-trimethylbenzhydrol
  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
• 作为产物：
  描述：

  3-溴苯甲酰氯 、 均三甲苯 在 二硫化碳 、 三氯化铝 作用下， 生成 3-Bromophenyl mesityl ketone
  参考文献：
  名称：

  A New Method of Coupling Aryl Radicals: 4,4'-Diaroylbiphenyls

  摘要：

  DOI：

  10.1021/ja01855a036

文献信息

• Korver,O. et al., Recueil des Travaux Chimiques des Pays-Bas, 1965, vol. 84, p. 289 - 303
  作者：Korver,O. et al.

  DOI：——

  日期：——
• A New Method of Coupling Aryl Radicals: 4,4'-Diaroylbiphenyls
  作者：Reynold C. Fuson、M. D. Armstrong

  DOI：10.1021/ja01855a036

  日期：1941.10
• Lapkin et al., Sb. Statei Obshch. Khim., 1953, p. 823,827
  作者：Lapkin et al.

  DOI：——

  日期：——
• 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
  作者：Dennis D. Tanner、C. M. Yang

  DOI：10.1021/jo00074a014

  日期：1993.10

  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.