1-phenyl-3-(2,6-dichloro-3,5-dimethoxyphenyl)-propane-1,3-dione | 1286201-52-2

• 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-(2,6-dichloro-3,5-dimethoxyphenyl)-propane-1,3-dione
• 英文别名: 1-(2,6-Dichloro-3,5-dimethoxyphenyl)-3-phenylpropane-1,3-dione；1-(2,6-dichloro-3,5-dimethoxyphenyl)-3-phenylpropane-1,3-dione
• CAS: 1286201-52-2
• 化学式: C₁₇H₁₄Cl₂O₄
• 分子量: 353.202
• InChiKey: LFVDMRQUXKNTTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(3,5-dimethoxyphenyl)-3-phenylpropane-1,3-dione 在 甲醇 、 N-氯邻磺酰苯甲酰亚胺 、 三氟化硼乙醚 作用下， 以 乙腈 、 苯 为溶剂， 反应 25.0h， 生成 1-phenyl-3-(2,6-dichloro-3,5-dimethoxyphenyl)-propane-1,3-dione
  参考文献：
  名称：

  Highly regioselective halogenation of 1-phenyl-3-(3,5-dimethoxyphenyl)-propane-1,3-dione

  摘要：

  Halogenation of 1-phenyl-3-(3,5-dimethoxyphenyl)-propane-1,3-dione (1) with N-X reagents take place regioselectively at the alpha position (except for fluorination), while halogenation of its BF(2) derivative 3 take place regioselectively at position 2 in the activated phenyl ring. When the molar ratio of substrate to reagent is changed from 1:1.1 to 1:2.1 or 1:2.8, halogenation takes place at positions 2 and 6 of the aromatic ring. Crystallization of a BF(2) derivative from protic solvent led to hydrolysis of the BF(2) group. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.051

文献信息

• Highly regioselective halogenation of 1-phenyl-3-(3,5-dimethoxyphenyl)-propane-1,3-dione
  作者：Petra Galer、Berta Košmrlj、Boris Šket

  DOI：10.1016/j.tet.2011.01.051

  日期：2011.3

  Halogenation of 1-phenyl-3-(3,5-dimethoxyphenyl)-propane-1,3-dione (1) with N-X reagents take place regioselectively at the alpha position (except for fluorination), while halogenation of its BF(2) derivative 3 take place regioselectively at position 2 in the activated phenyl ring. When the molar ratio of substrate to reagent is changed from 1:1.1 to 1:2.1 or 1:2.8, halogenation takes place at positions 2 and 6 of the aromatic ring. Crystallization of a BF(2) derivative from protic solvent led to hydrolysis of the BF(2) group. (C) 2011 Elsevier Ltd. All rights reserved.