1,2-Di(phenyl-d5)ethane | 151390-61-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-Di(phenyl-d5)ethane
• 英文别名: 1,2-diphenylethane-d10；1,2-bis(phenyl-d₅)ethane；1,2,3,4,5-Pentadeuterio-6-[2-(2,3,4,5,6-pentadeuteriophenyl)ethyl]benzene
• CAS: 151390-61-3
• 化学式: C₁₄H₁₄
• 分子量: 192.186
• InChiKey: QWUWMCYKGHVNAV-LHNTUAQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2-Di(phenyl-d5)ethane 反应 0.33h， 生成 1,2-二苯乙烷 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Reaction of 1,2-Diphenylethane with D2

  摘要：

  The reaction of 1,2-diphenylethane (DPE) with D-2 (2000 psi) was studied at 450 degrees C. The results of GC/MS and NMR analysis of reaction products and of products from reactions of 1,2-diphenylethane-1,1-d(2), 1,2-di(phenyl-d(5))ethane, and 1,2,3,4-tetraphenylbutane confirm a mechanistic scheme in which the main process for introduction of D is the reaction of 1,2-diphenylethyl radical with D-2. This reaction, though energetically uphill, competes with termination processes because of the high concentration of D-2 relative to that of radical species. The reaction generates D atoms which attack aromatic ring positions to give substitution for both H and alkyl substituents. Evidence is provided for D and H atom transfer between aliphatic positions in DPE in the presence of either N-2 or H-2 and between aromatic positions only when provoked by H-2 or D-2. Only a small amount of exchange between aromatic and aliphatic positions is observed under any conditions. The attack of D atoms at H-carrying aromatic positions makes H atoms available for transfer to other aromatic positions. The process results in a D-2-provoked generation of benzene-d(0). Mechanistic alternatives for these and other processes are discussed.

  DOI：

  10.1021/jo00103a040
• 作为产物：
  描述：

  1,2-二苯乙烷 在 Et₃Si⁺[CHB₁₁H₅Br₆]^- 、 氘代苯 作用下， 反应 1.0h， 以80%的产率得到1,2-Di(phenyl-d5)ethane
  参考文献：
  名称：

  超亲电催化下 H/D 交换对失活芳基卤化物的全氘化

  摘要：

  超亲电的硅/芳基离子被证明是高效的 H/D 交换促进剂，可用于缺电子芳基卤化物的彻底氘化。一些由此产生的过氘化芳基卤化物以前无法通过现有的氘标记程序获得。使用廉价的 C 6 D 6作为氘源，在环境反应条件下实现了优异的氘掺入程度。重要的是，即使在催化剂负载量减少 0.1 mol% 的情况下，全氘化仍然不受影响。通过这种方法，可以制备昂贵的或非商业可得的NMR溶剂，例如1,2-二氯-和1,2-二氟苯。

  DOI：

  10.1021/jacs.2c00080

文献信息

• Micellar systems as supercages for reactions of geminate radical pairs. Magnetic effects
  作者：Nicholas J. Turro、Gregory C. Weed

  DOI：10.1021/ja00345a031

  日期：1983.4

  phenyl in DBK also produced magnetic-field-independent behavior, in addition to a dramatic decrease in the efficiency of photolysis. The Cage Effect Spin-correlated (singlet or triplet) and composition-correlated (geminate) radical pairs are produced by thermolysis or photolysis of a variety of organic compounds.' The "cage effectn2 may be defined as the fraction of radical pairs produced that undergo

  已经在胶束系统中研究了二苄基酮 (DBK) 和其他能够产生苄基和取代苄基的分子的光化学。在各种条件下测量笼效应（光解产生的不可清除自由基对的百分比），并将结果与​​在均质有机溶剂中获得的结果进行比较。例如，酮的平均占有率、洗涤剂类型和浓度、O2 浓度、添加剂、温度、施加的磁场和压力等参数已经改变并研究了它们对笼效应大小的影响。除了改变其环境外，还通过掺入 2H 和 13C 同位素、疏水基团、并使用重原子来研究这些变化对胶束系统中笼效应的影响。2H 或 13C 的同位素取代导致反应的量子产率和笼百分比的结果与磁同位素效应的预期一致。发现在 DBK 的 4 位取代的疏水基团会导致笼效应显着增加，但仍保留在母体 DBK 中发现的磁场依赖性特征。发现在 DBK 的 4 位掺入 Br 可增强笼效应，但同时使笼效应变得与磁场无关。除了显着降低光解效率之外，在 DBK 中用 α-萘基取代苯基也产生了与磁
• 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。
• Activation of Chlorinated Methanes at the Surface of Nanoscopic Lewis Acidic Aluminum Fluorides
  作者：Agnieszka K. Siwek、Mike Ahrens、Michael Feist、Thomas Braun、Erhard Kemnitz

  DOI：10.1002/cctc.201601238

  日期：2017.3.8

  toluenes and 1,2‐dichloroethane were also tested. The strong Lewis acids are able to promote the cleavage of C−Cl bonds in the presence of Et3SiH. The C−Cl bonds were converted into C−H bonds through hydrodechlorination reactions or, in the presence of benzene, into C−C bonds through Friedel–Crafts type reactions. The catalytic reactions show high conversions.

  我们报告了在中等条件下非均相催化剂氯氟化铝（ACF）和高表面氟化铝（HS-AlF 3）对氯化甲烷的活化作用。为了进行比较，还测试了氯代甲苯和1,2-二氯乙烷。在Et 3 SiH存在下，强路易斯酸能够促进C-Cl键的裂解。C-Cl键通过加氢脱氯反应转化为C-H键，或者在苯存在下，通过Friedel-Crafts型反应转化为C-C键。催化反应显示出高转化率。
• 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.
• Palladium-Catalyzed Hydrogenation:  Detection of Palladium Hydrides. A Joint Study Using Para-Hydrogen-Enhanced NMR Spectroscopy and Density Functional Theory
  作者：Joaquín López-Serrano、Simon B. Duckett、Agustí Lledós

  DOI：10.1021/ja0630137

  日期：2006.8.1

  Pd(PEt3)2(OTf)2, acting as an in situ source of Pd(PEt3)2, reacts with an alkyne and hydrogen via phosphine loss to form the detectable hydride-containing species Pd(PEt3)2(H)(CHPhCH2Ph), cis- and trans-Pd(PEt3)2(H)(CPh=CHPh), and Pd2(PEt3)3(H)(CHPhCH2Ph)2+, which map onto the reaction scheme predicted by density functional theory.