{1-[tert-Butyl-(1-chlorocarbonyl-ethoxy)-amino]-2,2-dimethyl-propyl}-phosphonic acid diethyl ester | 748138-93-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: {1-[tert-Butyl-(1-chlorocarbonyl-ethoxy)-amino]-2,2-dimethyl-propyl}-phosphonic acid diethyl ester
• 英文别名: 2-[Tert-butyl-(1-diethoxyphosphoryl-2,2-dimethylpropyl)amino]oxypropanoyl chloride
• CAS: 748138-93-4
• 化学式: C₁₆H₃₃ClNO₅P
• 分子量: 385.868
• InChiKey: WVAJHDMSVWRMHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  {1-[tert-Butyl-(1-chlorocarbonyl-ethoxy)-amino]-2,2-dimethyl-propyl}-phosphonic acid diethyl ester 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙醚 、 叔丁醇 为溶剂， 反应 28.0h， 生成
  参考文献：
  名称：

  SG1 based alkoxyamines as radical initiators for the synthesis of lactones and lactames

  摘要：

  Recently, it has been shown that alkoxyamines can be used as radical initiators in tin-free radical chemistry. Thus, it prompted us to develop the preparation of highly valuable alkoxyamines via ionic chemistry and the radical cyclization was triggered by thermal initiation. Following that procedure, bicyclic, spiro and eight-membered lactones were easily prepared in good yields with very high stereoselectivity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.100
• 作为产物：
  描述：

  2-[N-tert-butyl-N-(1-diethoxyphosphoryl-2,2-dimethylpropyl)aminoxy]propionic acid 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 {1-[tert-Butyl-(1-chlorocarbonyl-ethoxy)-amino]-2,2-dimethyl-propyl}-phosphonic acid diethyl ester
  参考文献：
  名称：

  Long-Range Polar Effect on the C-ON Bond Homolysis in (tert-Butyl[1-(diethylphosphonyl)-2,2-dimethylpropyl]aminoxyl) SG1-Based Alkoxyamines

  摘要：

  烷氧胺和持久的亚硝基自由基是亚硝基介导的自由基聚合的重要调节剂。由于聚合时间随着聚合物链和亚硝基部分之间的C-ON键的断裂速率常数的增加而减少，因此影响断裂速率常数的因素具有相当大的兴趣。由于烷基丙烯酸酯单体是聚合中最常用的单体之一，我们提出了基于新的SG1烷氧胺模型的包含对位取代芳香丙烯酸酯（4-XC6H4OC(O)C(Me)H-SG1）的C-ON键断裂速率常数（kd）的测量值。看来，对SG1基烷氧胺的酯类的4-X对位取代基团的电子吸引性质（4-X）的kd值随之增加。

  DOI：

  10.1135/cccc20042223

文献信息

• Alkoxyamines derived from beta-phosphorylated nitroxides, and use thereof for preparing polymerized or non-polymerized mono-or polyalkoxyamines
  申请人：Couturier Jean-luc

  公开号：US20050065119A1

  公开（公告）日：2005-03-24

  The invention relates to the use of alkoxyamines of formula (I): for the preparation of polymerized or non-polymerized mono- or polyalkoxyamines of formula (II):

  该发明涉及使用式(I)的烷氧胺来制备式(II)的聚合或非聚合的单烷氧胺或多烷氧胺。
• Long-range polar and steric effects in propionate-SG1-type alkoxyamines (SG1-CHMeCOOX): a multiparameter analysis
  作者：Gennady Ananchenko、Emmanuel Beaudoin、Denis Bertin、Didier Gigmes、Pierre Lagarde、Sylvain R. A. Marque、Eve Revalor、Paul Tordo

  DOI：10.1002/poc.1035

  日期：2006.4

  The effects of the substituent X on the homolysis rate constants (kd) of SG1-propionate type alkoxyamines (SG1-CHMeCOOX) are analyzed by a multiparametric equation with υ, the steric constant and σI, the polar inductive/field Hammett constant of X. An influence of long-range polar and steric effects on kd was observed, that is, decrease in kd with increasing size of the X group and increase in kd with

  在均裂速率常数（取代基X的效果ķ d SG1-丙酸型烷氧基胺（SG1-CHMeCOOX）的）通过用多参数方程分析υ，空间常数和σ我，的极性的感应/场哈米特常数长范围上的极性和空间效应的X的影响ķ d观察到，即，减少在ķ d与在增加X基团和增加的尺寸ķ d随X基团的极性。版权所有©2006 John Wiley＆Sons，Ltd.
• ALKOXYAMINES DERIVED FROM BETA-PHOSPHORYLATED NITROXIDES, AND USE THEREOF FOR PREPARING POLYMERIZED OR NON-POLYMERIZED MONO- OR POLYALKOXYAMINES
  申请人：Couturier Jean-Luc

  公开号：US20070167591A1

  公开（公告）日：2007-07-19

  The invention relates to the use of alkoxyamines of formula (I): for the preparation of polymerized or non-polymerized mono- or polyalkoxyamines of formula (II):
• US7214810B2
  申请人：——

  公开号：US7214810B2

  公开（公告）日：2007-05-08
• Long-Range Polar Effect on the C-ON Bond Homolysis in (tert-Butyl[1-(diethylphosphonyl)-2,2-dimethylpropyl]aminoxyl) SG1-Based Alkoxyamines
  作者：Denis Bertin、Didier Gigmes、Sylvain R. A. Marque、Stephan Milardo、Jérôme Peri、Paul Tordo

  DOI：10.1135/cccc20042223

  日期：——

  Alkoxyamines and persistent nitroxyl radicals are important regulators of nitroxide-mediated radical polymerization. Because the polymerization times decrease with the increasing rate constant of the homolysis of the C-ON bond between the polymer chain and the nitroxyl moiety, the factors influencing the cleavage rate constant are of considerable interest. Because alkyl acrylate monomers are among the most used in polymerization, we present the measures of the rate constants (k_d) of the C-ON bond cleavage for new SG1 based alkoxyamine models containing para-substituted aromatic acrylates (4-XC₆H₄OC(O)C(Me)H-SG1). It appears that the values of k_d increase with the electron-withdrawing properties of the para-substituent groups (4-X) of the ester SG1-based alkoxyamines.

  烷氧胺和持久的亚硝基自由基是亚硝基介导的自由基聚合的重要调节剂。由于聚合时间随着聚合物链和亚硝基部分之间的C-ON键的断裂速率常数的增加而减少，因此影响断裂速率常数的因素具有相当大的兴趣。由于烷基丙烯酸酯单体是聚合中最常用的单体之一，我们提出了基于新的SG1烷氧胺模型的包含对位取代芳香丙烯酸酯（4-XC6H4OC(O)C(Me)H-SG1）的C-ON键断裂速率常数（kd）的测量值。看来，对SG1基烷氧胺的酯类的4-X对位取代基团的电子吸引性质（4-X）的kd值随之增加。