dimethyl 2-chloro-4,5-dimethylbenzene-1-phosphonate | 434343-05-2

• 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: dimethyl 2-chloro-4,5-dimethylbenzene-1-phosphonate
• 英文别名: tetramethyl 2-chloro-4,5-dimethylbenzene-1-phosphonate；tetramethyl (2-chloro-4,5-dimethylphenyl)phosphonate；dimethyl (2-chloro-4,5-dimethylphenyl)phosphonate；Phosphonic acid, (2-chloro-4,5-dimethylphenyl)-, dimethyl ester；1-chloro-2-dimethoxyphosphoryl-4,5-dimethylbenzene
• CAS: 434343-05-2
• 化学式: C₁₀H₁₄ClO₃P
• 分子量: 248.646
• InChiKey: BGRYKOPZMGIBCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dimethyl 2-chloro-4,5-dimethylbenzene-1-phosphonate 在 吡啶 、 potassium permanganate 、 水 作用下， 以75%的产率得到4-chloro-5-phosphonophthalic acid
  参考文献：
  名称：

  A methodology for synthesis of primary o-phenylenebisphosphines and o-chlorophenylphosphines

  摘要：

  On the basis of the reaction of ethynediylbisphosphonates and chloroethynylphosphonates with classical donor alka-1,3-dienes, a general strategy for synthesis of o-bisphosphanylbenzenes and o-chlorophosphanylbenzenes, which includes two consecutive steps: Diels-Alder condensation -> aromatization of the carbocyclic phosphonate (bisphosphonate) formed -> reduction of the phosphonate groups, was developed. Convenient procedures are devised for aromatization of phosphorus-containing cyclohexa-1,4-dienes and for reduction of o-phenylenebisphosphonates and o-clorophenylphosphonates to primary phosphines. A series of new alkylsubstituted phosphonic chlorides were prepared, and a possibility of functionalization of methyl-substituted o-phenylenebisphosphonates and o-clorophenylphosphonates by the methyl groups is demonstrated.

  DOI：

  10.1134/s1070363206060089
• 作为产物：
  描述：

  dimethyl (2-chloro-4,5-dimethylcyclohexa-1,4-dien-1-yl)phosphonate 在 aluminum oxide 、 potassium permanganate 作用下， 以 丙酮 为溶剂， 以64%的产率得到dimethyl 2-chloro-4,5-dimethylbenzene-1-phosphonate
  参考文献：
  名称：

  A methodology for synthesis of primary o-phenylenebisphosphines and o-chlorophenylphosphines

  摘要：

  On the basis of the reaction of ethynediylbisphosphonates and chloroethynylphosphonates with classical donor alka-1,3-dienes, a general strategy for synthesis of o-bisphosphanylbenzenes and o-chlorophosphanylbenzenes, which includes two consecutive steps: Diels-Alder condensation -> aromatization of the carbocyclic phosphonate (bisphosphonate) formed -> reduction of the phosphonate groups, was developed. Convenient procedures are devised for aromatization of phosphorus-containing cyclohexa-1,4-dienes and for reduction of o-phenylenebisphosphonates and o-clorophenylphosphonates to primary phosphines. A series of new alkylsubstituted phosphonic chlorides were prepared, and a possibility of functionalization of methyl-substituted o-phenylenebisphosphonates and o-clorophenylphosphonates by the methyl groups is demonstrated.

  DOI：

  10.1134/s1070363206060089

文献信息

• ——
  作者：S. N. Tverdomed、A. V. Dogadina、B. I. Ionin

  DOI：10.1023/a:1013931500566

  日期：——
• 10.1023/a:1024725012685
  作者：Tverdomed、Dogadina、Ionin

  DOI：10.1023/a:1024725012685

  日期：——
• Diphosphono-and chlorophosphonobenzene-1,2-dicarboxylic acids
  作者：S. N. Tverdomed、A. V. Dogadina、B. I. Ionin

  DOI：10.1134/s107036320604030x

  日期：2006.4