1-<3,4-phenyl>-2-phenyl-1-butanone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-<3,4-phenyl>-2-phenyl-1-butanone
• 英文别名: 1-(3,4-Dimethylphenyl)-2-phenylbutan-1-one
• 化学式: C₁₈H₂₀O
• mdl: MFCD12653862
• 分子量: 252.356
• InChiKey: YPDTYIGHIMJWBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.277
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  邻二甲苯 、 2-苯基丁酸 在 磷酸 、 三氟乙酸酐 作用下， 生成 1-<3,4-phenyl>-2-phenyl-1-butanone
  参考文献：
  名称：

  Toward a Clean Alternative to Friedel−Crafts Acylation:  In Situ Formation, Observation, and Reaction of an Acyl Bis(trifluoroacetyl)phosphate and Related Structures

  摘要：

  Reaction of acyl trifluoroacetates with phosphoric acid in the presence of trifluoroacetic anhydride (TFAA) leads to the ready formation of acyl bis(trifluoroacetyl)phosphates, which are powerful acylating agents. Formation of these species and the subsequent acylation reaction are carried out, without added solvent, in a single in situ reaction process. In this reaction system, anisole is rapidly acylated at ambient temperature using a variety of carboxylic acids giving the para isomer exclusively. TFAA acts as an activating agent and can be recovered from the reaction system as trifluoroacetic acid (TFA) and converted back to TFAA using a dehydrating agent, while phosphoric acid behaves as a covalent catalyst in the process. This reaction system has many features which are required elements of a clean alternative to the Friedel-Crafts process.

  DOI：

  10.1021/jo981264v

文献信息

• Toward a Clean Alternative to Friedel−Crafts Acylation:  In Situ Formation, Observation, and Reaction of an Acyl Bis(trifluoroacetyl)phosphate and Related Structures
  作者：Timothy P. Smyth、Brian W. Corby

  DOI：10.1021/jo981264v

  日期：1998.11.1

  Reaction of acyl trifluoroacetates with phosphoric acid in the presence of trifluoroacetic anhydride (TFAA) leads to the ready formation of acyl bis(trifluoroacetyl)phosphates, which are powerful acylating agents. Formation of these species and the subsequent acylation reaction are carried out, without added solvent, in a single in situ reaction process. In this reaction system, anisole is rapidly acylated at ambient temperature using a variety of carboxylic acids giving the para isomer exclusively. TFAA acts as an activating agent and can be recovered from the reaction system as trifluoroacetic acid (TFA) and converted back to TFAA using a dehydrating agent, while phosphoric acid behaves as a covalent catalyst in the process. This reaction system has many features which are required elements of a clean alternative to the Friedel-Crafts process.