2-N-morpholino-2-propyl radical | 141888-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2-N-morpholino-2-propyl radical
• 英文别名: 2-morpholino propan-2-yl radical
• CAS: 141888-27-9
• 化学式: C₇H₁₄NO
• 分子量: 128.194
• InChiKey: RGDOEEDDSMUHHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-N-morpholino-2-propyl radical 在 氧气 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Radical Addition Rate Constants to Acrylates and Oxygen:  α-Hydroxy and α-Amino Radicals Produced by Photolysis of Photoinitiators

  摘要：

  Laser flash photolysis of alpha-hydroxy and alpha-amino ketones, which are used as photoinitiators in free radical polymerization, lead to the generation of a series of nucleophilic alpha-hydroxy and alpha-amino radicals. Absolute addition rate constants of these radicals to n-butylacrylate and oxygen were measured by laser flash photolysis employing an indirect probe technique. Crystal violet and N,N'-bis(2,5-di-tert-butylphenyl)-3,4,9, 10-perylenedicarboximide were used as selective probe molecules for these nucleophilic initiator radicals to measure the addition rate constants to n-butylacrylate and oxygen, respectively. High acrylate addition rate constants of some initiator radicals were found in acetonitrile solution; e.g., dimethylketyl radical (k(acrylate) = 1.3 x 10(7) M-1 s(-1)) and 2-morpholino propan-2-yl radical (k(acrylate) = 2.9 x 10(7) M-1 s(-1)).

  DOI：

  10.1021/ja9837194
• 作为产物：
  描述：

  p-methoxy-2,2-dimethyl-2-N-morpholinoacetophenone 以 various solvent(s) 为溶剂， 生成 4-甲氧基苯甲酰基 、 2-N-morpholino-2-propyl radical
  参考文献：
  名称：

  EPR studies on the photofragmentation of 2,2-dialkyl-2-alkylaminoacetophenones

  摘要：

  Free radical reactions induced by photolysis of 2,2-dialkyl-2-alkylaminoacetophenone photocuring agents have been studied by continuous wave (CW) and time-resolved EPR spectroscopy. In all solvents alpha-cleavage from the triplet state is the major process. In hydrogen donor solvents it is accompanied by photoreduction followed by a rapid amine elimination from the ketyl radical intermediate. The benzoyl and alpha-aminoalkyl radicals resulting from alpha-cleavage readily add to acrylonitrile whereas radicals formed by photoreduction do not.

  DOI：

  10.1039/p29920000513

文献信息

• Probing the Reactivity of Photoinitiators for Free Radical Polymerization:  Time-Resolved Infrared Spectroscopic Study of Benzoyl Radicals
  作者：Christopher S. Colley、David C. Grills、Nicholas A. Besley、Steffen Jockusch、Pavel Matousek、Anthony W. Parker、Michael Towrie、Nicholas J. Turro、Peter M. W. Gill、Michael W. George

  DOI：10.1021/ja026099m

  日期：2002.12.1

  of substituted benzoyl radicals has been generated by laser flash photolysis of alpha-hydroxy ketones, alpha-amino ketones, and acyl and bis(acyl)phosphine oxides, all of which are used commercially as photoinitiators in free radical polymerizations. The benzoyl radicals have been studied by fast time-resolved infrared spectroscopy. The absolute rate constants for their reaction with n-butylacrylate

  通过 α-羟基酮、α-氨基酮以及酰基和双（酰基）氧化膦的激光闪光光解产生了一系列取代的苯甲酰基自由基，所有这些都在商业上用作自由基聚合中的光引发剂。苯甲酰基自由基已通过快速时间分辨红外光谱进行了研究。在乙腈溶液中测量它们与丙烯酸正丁酯、苯硫酚、溴三氯甲烷和氧气反应的绝对速率常数。苯甲酰基自由基加成到丙烯酸正丁酯的速率常数范围从 1.3 x 10(5) 到 5.5 x 10(5) M(-1) s(-1) 并且比丙烯酸正丁酯低约 2 个数量级除了由所研究酮的 α 裂解产生的反自由基之外。已经进行了密度泛函理论计算，以使观察到的引发自由基的反应性合理化。通过酰基和双（酰基）氧化膦的光解产生的磷中心自由基的计算表明，P原子马利肯自旋群是磷中心自由基相对反应性的指标。(2,4,6-三甲基苯甲酰基) 氧化膦的 α 裂解通过皮秒泵浦探针和纳秒步进扫描时间分辨红外光谱进行了研究。结果支持一种机制，其中 α
• Role of Charge-Transfer Configurations on the Addition Reaction of Aminoalkyl Radicals onto Acrylate Double Bonds
  作者：Jacques Lalevée、Xavier Allonas、Sébastien Genet、Jean-Pierre Fouassier

  DOI：10.1021/ja034750v

  日期：2003.8.1

  The major factors affecting the reactivity of the important class of aminoalkyl radicals toward the addition reaction onto acrylate double bonds were studied. The rate constants of interaction, directly measured by using laser-induced photoacoustic calorimetry, range from 2.5 x 10(7) to 4.5 x 10(7) M(-)(1) s(-)(1). The reactivity of these radicals was compared to that of alkyl radicals. Calculations

  研究了影响一类重要的氨基烷基自由基对丙烯酸酯双键的加成反应的反应性的主要因素。相互作用的速率常数，通过使用激光诱导光声量热法直接测量，范围从 2.5 x 10(7) 到 4.5 x 10(7) M(-)(1) s(-)(1)。将这些自由基的反应性与烷基自由基的反应性进行比较。计算表明反应焓不是驱动因素。过渡态的分子轨道计算清楚地证明了电荷转移构型相对于非极性构型的大量参与，导致势垒高度的降低。此外，当绘制过渡态中的电荷转移特性与电离电位时，发现了非常好的相关性。