1,2-diphenylethane-d5 | 146554-36-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-diphenylethane-d5
• 英文别名: 1,2,3,4,5-pentadeuterio-6-(2-phenylethyl)benzene
• CAS: 146554-36-1
• 化学式: C₁₄H₁₄
• 分子量: 187.225
• InChiKey: QWUWMCYKGHVNAV-DYVTXVBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1,2-diphenylethane-d5 、 potassium permanganate 生成 (¹⁸O)-Benzoesaeure
  参考文献：
  名称：

  LEE, CHOI, CHUCK;ZOHDI, H. F.;SALLAM, M. M. M., J. ORG. CHEM., 1985, 50, N 5, 705-707

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(2-chloro(213C)ethyl)-2,3,4,5,6-pentadeuteriobenzene 、 苯 、 三氯化铝 以40%的产率得到
  参考文献：
  名称：

  LEE, CHOI, CHUCK;ZOHDI, H. F.;SALLAM, M. M. M., J. ORG. CHEM., 1985, 50, N 5, 705-707

  摘要：

  DOI：

文献信息

• Diffusion and percolation of radical pairs in zeolite media. A product analysis study
  作者：M. A. Garcia-Garibay、Z. Zhang、Nicholas J. Turro

  DOI：10.1021/ja00016a043

  日期：1991.7

  percolation theory by using the model "ants in a labyrinth" proposed by de Gennes. The diffusing radicals play the role of the ants and the disposition of the reactant in the regular zeolite topology determines the nature of the labyrinth. This model implies that the diffusion coefficient of the radicals is larger than the diffusion coefficient of the starting ketone. The model is supported by trapping experiments

  研究了吸附在沸石 NaX 中的二苄基-ds 酮 (DBK-ds) 的光化学作为底物负载的函数。发现笼子效应和 1,2-二苯基乙烷 (DPE)、邻甲基-j3-苯基苯乙酮 (0-MAP) 和对甲基-B-苯基苯乙酮@-MAP) 的相对产率显着取决于负载量存在的起始材料。这些结果和在百分比笼效应中观察到的变化是根据决定沸石介质影响的局部和全局效应来描述的。通过使用 de Gennes 提出的“迷宫中的蚂蚁”模型，根据渗透理论解释了作为反应物负载函数的反应性变化。扩散自由基起到蚂蚁的作用，反应物在规则沸石拓扑结构中的布置决定了迷宫的性质。该模型意味着自由基的扩散系数大于起始酮的扩散系数。该模型得到了使用除氧剂的捕获实验和在 -20 OC 下进行的实验的支持，其中自由基的扩散大大减少。
• Interannular proton transfer in thermal arenium ions from the gas-phase alkylation of 1,2-diphenylethane
  作者：Fulvio Cacace、Maria Elisa Crestoni、Simonetta Fornarini、Dietmar Kuck

  DOI：10.1021/ja00056a029

  日期：1993.2

  function of the arenium ions' lifetime, the rate constant for the H+(D+) ring-to-ring transfer in the para-substituted arenium ions has been estimated to be (1.3 +/- 0.4) x 10(7) ((2.9 +/- 0.6) x 10(6)) s-1 at 47-degrees-C. A temperature-dependence study covering the range from 47 to 150-degrees-C has allowed the evaluation of the Arrhenius parameters for the interannular H+(D+) transfer, giving E(a) = 6

  气态双环铼离子中的热环间质子转移的首次演示及其阿伦尼乌斯参数的评估已通过辐射分解技术实现。模型离子是通过 C6D5CH2CH2C6H5 在异丁烷中在足够高的压力 (630-1730 Torr) 下用辐射分解形成的 Me3C+ 离子烷基化获得的，以确保感兴趣的过程服从热动力学。从烷基化产物中环间 H/D 加扰的“帐篷”来看，作为铷离子寿命的函数进行测量，对位取代的铕离子中 H+(D+) 环到环转移的速率常数具有在 47 摄氏度时估计为 (1.3 +/- 0.4) x 10(7) ((2.9 +/- 0.6) x 10(6)) s-1。一项涵盖 47 至 150 摄氏度范围的温度依赖性研究允许评估环间 H+(D+) 转移的阿伦尼乌斯参数，给出 E(a) = 6.3 +/- 0.2 (8.0 +/- 0.2 ) kcal mol-l 和 log A = 11.4 +/- 0.4 (11.9 +/-
• Modification of photochemical reactivity by zeolites. A comparison between zeolite-solvent slurry and dry solid photolyses
  作者：V. Ramamurthy、D. R. Corbin、N. J. Turro、Z. Zhang、M. A. Garcia Garibay

  DOI：10.1021/jo00001a048

  日期：1991.1

  The use of a zeolite-solvent slurry as a convenient medium to carry out photoreactions is illustrated with four examples, namely Norrish type I reaction of dibenzyl ketones, Norrish type I and type II reactions of alpha-alkylbenzyl benzyl ketones, Norrish type II reaction of aryl alkyl ketones, and photodimerization of acenaphthylene. Solvent present within the supercages of zeolites X and Y provides constraint on the mobility of the included guest molecules. Such restrictions are reflected in the product distributions. The difference in the product distribution obtained between the zeolite-solvent slurry and a homogeneous solution is often higher than that between the dry powder zeolites and a homogeneous solution.
• Role of the spectator ring in the gas-phase alkylation of 1,2-diphenylethane by (CH3)2X+ (X = F, Cl) and trifluoromethyl(1+) ions
  作者：Maria Elisa Crestoni

  DOI：10.1021/j100125a018

  日期：1993.6

  The gas-phase alkylation of C6D5CH2CH2C6H5 by Me2F+, Me2Cl+, and CF3+ ions has been studied at 720 Torr, in the temperature range 47-120-degrees-C with the radiolytic technique. An interannular hydron-exchange process between the two aromatic rings of (beta-phenylethyl)arenium ions has been observed to occur on the nanosecond time scale and to obey thermal kinetics, with the normal positive dependence on temperature. When the efficiency of collisional deactivation is decreased (at 200 torr) or a highly exothermic reaction (alkylation by CF3+ ion) is carried out, an ''anomalously'' large extent of interannular hydron exchange takes place. The higher methylation rate (6.0:1) of 1,2-diphenylethane than of toluene and the marked positional selectivity (2 para/ortho ratio of 5.0) shown by Me2X+ ions have pointed out the fundamental role of persistent ion-neutral complexes between reactant pairs, as already suggested in previous radiolytic and mass spectrometric studies.
• Internal Solvation Effects on the Reactivity of .alpha.,.omega.-Diphenylalkanes toward Me3C+ Ions
  作者：Maria Elisa Crestoni、Simonetta Fornarini、Dietmar Kuck

  DOI：10.1021/j100010a026

  日期：1995.3

  The reactivity of alpha,omega-diphenylalkanes (1 less than or equal to n less than or equal to 4) toward Me(3)C(+) ions has been investigated with the radiolytic technique at 720 Torr, at temperatures of 47 and 120 degrees C. The intramolecular isotopic discrimination of Me(3)C(+), favoring attack at the unlabeled ring of C6H5(CH2)(2)C6D5 by a factor of 1.5 at 120 degrees C, contrasts with the lack of intermolecular isotopic discrimination, reflected by the same reactivity toward (C6H5CH2)(2) and (C6D5CH2)(2). Competition experiments show an appreciably higher reactivity of Ph(CH2)(n)Ph (n = 2-4) relative to toluene and diphenylmethane (DPM), but, when Ph(CH2)(n)Ph (n = 3, 4) or (3-CH3C6H4)(CH2)(2)C6H5 compete with Ph(CH2)(2)Ph, relative reactivities level off. The lack of substrate selectivity, in contrast to an intramolecular discrimination in the tert-butylation of (3-CH3C6H4)(CH2)(2)C6H5 of a factor of 2, together with the related variation of kinetic isotope effects, points out the kinetic role of the collision complex 1 from Me(3)C(+) and diphenylalkanes. The additional (''spectator'') ring of the higher homologues Ph(CH2)(n)Ph (n = 2-4) prevents dissociation of 1, making its formation irreversible and causing tert-butylation to occur at the encounter rate, in contrast to DPM, whose second ring appears essentially inert. Experiments involving substitution by Me(3)Si(+) at 120 degrees C show that this electrophile attacks preferably the unlabeled ring of C6H5(CH2)(2)C6D5 by a factor of 1.5, consistent with the 1.4 times higher reactivity toward (C6H5CH2)(2) With respect to (C6D5CH2)(2). In this case, the isotopic discrimination is traced to the competition between desilylation and deprotonation of intermediate ipso-silylated arenium ions.