1-phenyl-3-(p-bromophenyl)-3-chloro-1,2-propanedione | 141625-27-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-phenyl-3-(p-bromophenyl)-3-chloro-1,2-propanedione
• 英文别名: 3-(4-Bromophenyl)-3-chloro-1-phenylpropane-1,2-dione
• CAS: 141625-27-6
• 化学式: C₁₅H₁₀BrClO₂
• 分子量: 337.6
• InChiKey: CUGOQUVFTNDKFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2-二氯苯乙酮 、 对溴苯甲醛 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 40.0h， 生成 1-phenyl-3-(p-bromophenyl)-3-chloro-1,2-propanedione
  参考文献：
  名称：

  Darzens reaction as a convenient method for the synthesis of ?-chloroketones, ?-chloroepoxides, and symmetrically substituted dioxines

  摘要：

  The Darzens reaction of dichloroacetophenone (DCAP) with substituted benzaldehydes has been studied. The structure of the products was shown to depend on the phenyl group substituents. Reaction of benzaldehyde, 4-bromo-, and 2,4-dichlorobenzaldehydes results in 1-phenyl-3-aryl-3-chloropropane-1,2-diones (2a-c), reaction of para- or meta-nitrobenzaldehydes yields 1-phenyl-2-chloro-3-aryl-2,3-epoxypropane-1-ones (3a, b). Upon the introduction of an alkoxy group into the phenyl ring of benzaldexyde and/or dichloroacetophenone, symmetrically substituted dioxines were obtained (6a-c). The structure of the reaction products has been established by single crystal X-ray investigations.

  DOI：

  10.1007/bf00811092

文献信息

• Reaction of 2,2-dichloroacetophenone and benzaldehydes under conditions of the darzens condensation
  作者：V. A. Mamedov、V. L. Polushina、F. F. Mertsalova、I. A. Nuretdinov

  DOI：10.1007/bf00863938

  日期：1992.1

  The reaction of 2,2-dichloroacetophenone with benzaldehydes was studied under Darzens condensation conditions. Benzaldehyde, p-bromobenzaldehyde, and o,p-dichlorobenzaldehyde condensed with 2,2-dichloroacetophenone to give 1-phenyl-3-aryl-3-chloro-1,2-propanediones. In the case of p-nitrobenzaldehyde, 1-phenyl-2-chloro-3-(p-nitrophenyl)-2,3-epoxy-1-propanone, which is the product of the first step of the Darzens condensation, was isolated.
• Mamedov V. A., Litvinov I. A., Kataeva O. N., Rizvanov I. Kh., Nuretdinov+, Monatsh. Chem, 125 (1994) N 12, S 1427-1435
  作者：Mamedov V. A., Litvinov I. A., Kataeva O. N., Rizvanov I. Kh., Nuretdinov+

  DOI：——

  日期：——