| 176507-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 176507-69-0
• 化学式: C₁₉H₂₂N
• 分子量: 264.39
• InChiKey: OJBSMKQXMJLAGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  在 三氟化硼 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  路易斯酸的活化和二烷基氨基自由基反应的催化。

  摘要：

  定性和定量地证明了路易斯酸的活化和二烷基氨基自由基反应的催化作用。N-丁基-4-戊烯基自由基（1）在多种路易斯酸存在下的环化反应是有效的，即使在-78摄氏度下进行的反应中，环状产物的收率也很高至极好。速率常数N-乙基-2,2-二苯基乙基氨基残基的片段化（6），N-甲基-6,6-二苯基-5-己基氨基自由基（7）的6-exo环化和N的5-exo环化路易斯酸LiBF（4），MgBr（2）和BF（3）存在的情况下，通过激光闪光光解（LFP）方法测量了-甲基-5,5-二苯基-4-戊胺基（8）。LFP研究证明了相对于路易斯酸的饱和动力学行为。

  DOI：

  10.1021/jo962396w
• 作为产物：
  描述：

  1-<(methyl(6,6-diphenyl-5-hexenyl)carbamoyl)oxy>-2(1H)-pyridinethione 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  路易斯酸的活化和二烷基氨基自由基反应的催化。

  摘要：

  定性和定量地证明了路易斯酸的活化和二烷基氨基自由基反应的催化作用。N-丁基-4-戊烯基自由基（1）在多种路易斯酸存在下的环化反应是有效的，即使在-78摄氏度下进行的反应中，环状产物的收率也很高至极好。速率常数N-乙基-2,2-二苯基乙基氨基残基的片段化（6），N-甲基-6,6-二苯基-5-己基氨基自由基（7）的6-exo环化和N的5-exo环化路易斯酸LiBF（4），MgBr（2）和BF（3）存在的情况下，通过激光闪光光解（LFP）方法测量了-甲基-5,5-二苯基-4-戊胺基（8）。LFP研究证明了相对于路易斯酸的饱和动力学行为。

  DOI：

  10.1021/jo962396w

文献信息

• A Kinetic Scale for Dialkylaminyl Radical Reactions
  作者：Osama M. Musa、John H. Horner、Haifa Shahin、Martin Newcomb

  DOI：10.1021/ja954268f

  日期：1996.4.24

  A kinetic scale for dialkylaminyl radicals was established by measuring unimolecular rate constants for a series of dialkylaminyl radical clocks that spans eight orders of magnitude and using clock reactions to measure the second order rate constants for reactions of several hydrogen atom donors. N-Hydroxypyridine-2-thione derivatives of carbamic acids (so-called PTOC carbamates) were used as radical

  通过测量跨越八个数量级的一系列二烷基胺自由基时钟的单分子速率常数并使用时钟反应测量几个氢原子供体反应的二级速率常数，建立了二烷基胺自由基的动力学标度。氨基甲酸的 N-羟基吡啶-2-硫酮衍生物（所谓的 PTOC 氨基甲酸酯）在直接、激光闪光动力学测量和间接、自由基链动力学研究中用作自由基前体。校准的自由基时钟是 N-methyl-6,6-diphenyl-5-hexenaminyl, N-methyl-trans-5-phenyl-4-pentenaminyl, N-methyl-5,5-diphenyl-4-pentenaminyl, N-methyl -反-2-苯基环丁胺基和N-甲基-反-2-苯基环丙胺基。校准的氢原子供体是 Bu3SnH、t-BuSH、PhSH 和 PhSeH。
• Kinetics of Dialkylaminium Cation Radical Reactions: Radical Clocks, Solvent Effects, Acidity Constants, and Rate Constants for Reactions with Hydrogen Atom Donors
  作者：John H. Horner、Felix N. Martinez、Osama M. Musa、Martin Newcomb、Haifa E. Shahin

  DOI：10.1021/ja00150a012

  日期：1995.11

  Dialkylaminium cation radical kinetics were studied directly by laser flash photolysis methods. Irradiation of N-hydroxypyridine-2-thione carbamates with 355-nm light gave dialkylaminyl radicals that were protonated to produce dialkylaminium cation radicals. Fragmentation of the N-ethyl-2,2-diphenylethylaminium cation radical (2A) and cyclizations of the N-methyl-5,5-diphenyl-4-pentenaminium cation radical (6A) and the N-methyl-6,6-diphenyl-5-hexenaminium cation radical (9A) were studied. In organic solvents, these reactions are several orders of magnitude faster than analogous reactions of their neutral dialkylaminyl radical precursors and faster than reactions of isostructural carbon radical analogs. In acetonitrile and in THF with carboxylic acids as proton sources, reactions of 2A and 9A displayed saturation kinetics from which rate constants for reaction and apparent equilibrium constants for protonation could be determined by regression analysis of observed rate constants as a function of acid normality. In ethanol with perchloric acid, 9A was completely protonated. In aqueous solutions, the observed kinetics for reactions of 2A and 9A were dependent on the pH of the solutions which permitted determinations of both the rate constants for the reactions and the pK(a) values for the dialkylaminium cation radicals. Large kinetic solvent effects and a counterion effect when oxalic acid was the proton source in acetonitrile were observed. Arrhenius functions for 2A in acetonitrile and in THF and for 9A in acetonitrile, THF, and ethanol were determined. A rate constant for the 5-exo cyclization of 6A in acetonitrile at 20 degrees C was estimated by comparing the apparent second-order rate constants for reactions of the aminyl radical precursors to 6A and 9A with various carboxylic acids; with strong carboxylic acids, rate limiting protonation for the precursor to 6A apparently occurred. Second-order rate constants at ambient temperature for reactions of octanethiol and triphenylstannane with radical 2A were determined directly, and that for reaction of thiophenol with radical 9A was determined by indirect methods; the stannane, with an electron rich hydrogen, reacts much more rapidly with the aminium cation radical than with carbon radicals, whereas the thiols react less rapidly.