1-(o-chlorophenyl)barbituric acid | 16348-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(o-chlorophenyl)barbituric acid
• 英文别名: 1-(2-Chlor-phenyl)-barbitursaeure；1-(2-chloro-phenyl)-pyrimidine-2,4,6-trione；1-(2-chlorophenyl)pyrimidine-2,4,6(1H,3H,5H)-trione；1-(2-chlorophenyl)-1,3-diazinane-2,4,6-trione
• CAS: 16348-06-4
• 化学式: C₁₀H₇ClN₂O₃
• 分子量: 238.63
• InChiKey: LNIXHUPAXUPYIZ-UHFFFAOYSA-N

物化性质

• 熔点：
  232-233 °C
• 密度：
  1.499±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯苯脲 、 丙二酸二乙酯 在 sodium ethanolate 作用下， 以5.8%的产率得到1-(o-chlorophenyl)barbituric acid
  参考文献：
  名称：

  Determination of energy barriers and racemization mechanisms for thermally interconvertable barbituric and thiobarbituric acid enantiomers

  摘要：

  The enantiomers of the 5,5-dimethyl-1-(o-aryl)barbituric and 2-thiobarbituric acid derivatives have been separated by micropreparative liquid chromatography on the Chiralcel OD-H column. The activation barriers for the conversion of one enantionter to its counterpart (M reversible arrow P) have been determined upon thermal racemization of the separated enantiomers by following the intensity changes in the HPLC chromatograms with time. The activation barrier of the 1-(o-tolyl)barbituric acid has been determined by temperature-dependent NMR. The racemization mechanisms are discussed with reference to the determined barriers. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00306-9

文献信息

• US4942225A
  申请人：——

  公开号：US4942225A

  公开（公告）日：1990-07-17
• Determination of energy barriers and racemization mechanisms for thermally interconvertable barbituric and thiobarbituric acid enantiomers
  作者：S.Funda Oğuz、İlknur Doğan

  DOI：10.1016/s0957-4166(03)00306-9

  日期：2003.7

  The enantiomers of the 5,5-dimethyl-1-(o-aryl)barbituric and 2-thiobarbituric acid derivatives have been separated by micropreparative liquid chromatography on the Chiralcel OD-H column. The activation barriers for the conversion of one enantionter to its counterpart (M reversible arrow P) have been determined upon thermal racemization of the separated enantiomers by following the intensity changes in the HPLC chromatograms with time. The activation barrier of the 1-(o-tolyl)barbituric acid has been determined by temperature-dependent NMR. The racemization mechanisms are discussed with reference to the determined barriers. (C) 2003 Elsevier Science Ltd. All rights reserved.