4-nitrophenyl methylphosphonothiochloridate | 27976-51-8

• 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: 4-nitrophenyl methylphosphonothiochloridate
• 英文别名: Methyl-thiophosphonsaeurechlorid-O-<4-nitro-phenyl>-ester；Chloro-methyl-(4-nitrophenoxy)-sulfanylidene-lambda5-phosphane；chloro-methyl-(4-nitrophenoxy)-sulfanylidene-λ5-phosphane
• CAS: 27976-51-8
• 化学式: C₇H₇ClNO₃PS
• 分子量: 251.63
• InChiKey: HFWZBNPSBYPPCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  87.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl methylphosphonothiochloridate 在 三氟化硼乙醚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 methyl-phosphonothioic acid O-isopropyl ester O-(4-nitro-phenyl) ester
  参考文献：
  名称：

  Synthesis of chiral 4-nitrophenyl alkyl methylphosphonothioates: BF3·Et2O-catalyzed alcoholysis of phosphonamidothioates

  摘要：

  Facile and highly enantioselective synthesis of 4-nitrophenyl alkyl methylphosphonothioates 5a-f was achieved in high yields via BF3.Et2O-catalyzed alcoholysis of resolved phosphonamidothioates 4a and 4b. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00735-9
• 作为产物：
  描述：

  对硝基苯酚 、 二氯甲基硫代膦 在 TEA 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以63%的产率得到4-nitrophenyl methylphosphonothiochloridate
  参考文献：
  名称：

  Synthesis of chiral 4-nitrophenyl alkyl methylphosphonothioates: BF3·Et2O-catalyzed alcoholysis of phosphonamidothioates

  摘要：

  Facile and highly enantioselective synthesis of 4-nitrophenyl alkyl methylphosphonothioates 5a-f was achieved in high yields via BF3.Et2O-catalyzed alcoholysis of resolved phosphonamidothioates 4a and 4b. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00735-9

文献信息

• Thionophosphine Sulfides. II. Preparation and Chlorination of Phosphonodithioic Acids^1a
  作者：John P. Chupp、Peter E. Newallis

  DOI：10.1021/jo01058a018

  日期：1962.11
• Synthesis of chiral 4-nitrophenyl alkyl methylphosphonothioates: BF3·Et2O-catalyzed alcoholysis of phosphonamidothioates
  作者：Putta Mallikarjuna Reddy、Ildiko M Kovach

  DOI：10.1016/s0040-4039(02)00735-9

  日期：2002.5

  Facile and highly enantioselective synthesis of 4-nitrophenyl alkyl methylphosphonothioates 5a-f was achieved in high yields via BF3.Et2O-catalyzed alcoholysis of resolved phosphonamidothioates 4a and 4b. (C) 2002 Elsevier Science Ltd. All rights reserved.