4-chloro-N-dibutoxyphosphorylaniline | 136664-69-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 4-chloro-N-dibutoxyphosphorylaniline
• CAS: 136664-69-2
• 化学式: C₁₄H₂₃ClNO₃P
• 分子量: 319.768
• InChiKey: ZRZBGSJWHDHUIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  亚磷酸二丁酯 、 对氯苯胺 在 copper(I) bromide 作用下， 以 乙酸乙酯 为溶剂， 反应 22.0h， 以75%的产率得到4-chloro-N-dibutoxyphosphorylaniline
  参考文献：
  名称：

  Copper-catalyzed aerobic oxidative cross-coupling of arylamines and dialkylphosphites leading to N-arylphosphoramidates

  摘要：

  An efficient method to generate N-P bonds directly from N-H and P-H bonds is described. Various arylamines and dialkylphosphites were directly oxidized to the corresponding N-arylphosphoramidates at room temperature in moderate to good yields by using an inexpensive catalyst-oxidant (CuBr/air) system. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.006

文献信息

• Kinetics and Mechanism of the Anilinolysis of Dibutyl Chlorophosphate in Acetonitrile
  作者：Md. Ehtesham Ul Hoque、Hai-Whang Lee

  DOI：10.5012/bkcs.2012.33.2.663

  日期：2012.2.20

  ligands on the anilinolysis rates of the chlorothiophosphates are discussed. The anilinolysesof P=S systems are compared with those of their P=O counterparts on the basis of the reactivities, thio effects,selectivity parameters, and DKIEs.Key Words : Thiophosphoryl transfer reaction, Anilinolysis, Dibutyl chlorothiophosphate, Deuterium kineticisotope effectIntroductionThe kinetics and mechanism of the phosphoryl

  = 1.10-1.35)。在初级正态DKIEs和选择性参数的基础上，提出了一种涉及主要正面亲核攻击的协同机制。提出了氢键、四中心型过渡态。讨论了两种配体对氯代硫代磷酸酯苯胺分解速率的空间效应。从反应活性、硫代效应、选择性参数和 DKIE 等方面比较了 P=S 体系的苯胺裂解与 P=O 对应体系的苯胺裂解。本实验室对涉及四配位磷原子的磷酰基和硫代磷酰基转移反应进行了广泛研究。
• Copper-catalyzed aerobic oxidative cross-coupling of arylamines and dialkylphosphites leading to N-arylphosphoramidates
  作者：Gao Wang、Qing-Ying Yu、Shan-Yong Chen、Xiao-Qi Yu

  DOI：10.1016/j.tetlet.2013.09.006

  日期：2013.11

  An efficient method to generate N-P bonds directly from N-H and P-H bonds is described. Various arylamines and dialkylphosphites were directly oxidized to the corresponding N-arylphosphoramidates at room temperature in moderate to good yields by using an inexpensive catalyst-oxidant (CuBr/air) system. (C) 2013 Elsevier Ltd. All rights reserved.