2,2',6,6'-tetramethylbibenzyl | 25115-79-1

• 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: 2,2',6,6'-tetramethylbibenzyl
• 英文别名: 2,6,2',6'-tetramethylbibenzyl；1,2-bis(2,6-dimethylphenyl)ethane；2,2',6,6'-Tetramethyl-diphenylethan；1,2-Bis-(2,6-dimethyl-phenyl)-ethan；1,2-Di(2,6-dimethylphenyl)ethane；2-[2-(2,6-dimethylphenyl)ethyl]-1,3-dimethylbenzene
• CAS: 25115-79-1
• 化学式: C₁₈H₂₂
• 分子量: 238.373
• InChiKey: FTWXVLUTSJAOFH-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  340.8±37.0 °C(Predicted)
• 密度：
  0.960±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2,2',6,6'-tetramethylbibenzyl 生成 间二甲苯
  参考文献：
  名称：

  SYCHEVA, M. V.;REVINSKIJ, V. S., XIM. PROM-ST, 1986, N 5, 267-269

  摘要：

  DOI：
• 作为产物：
  描述：

  4-叔丁基-2,6-二甲基苄基氯 在 甲基碘化镁 、 四氯化钛 作用下， 以 乙醚 、 苯 为溶剂， 生成 2,2',6,6'-tetramethylbibenzyl
  参考文献：
  名称：

  Studies on selective preparation of aromatic compounds. 15. The Lewis acid catalyzed transalkylation of some tert-butyldiphenylmethanes and -ethanes in aromatic solvents

  摘要：

  DOI：

  10.1021/jo00401a027

文献信息

• Catalytic Double C-Cl Bond Activation in CH2Cl2 by Iron(III) Salts with Grignard Reagents
  作者：Christopher Kozak、Xin Qian

  DOI：10.1055/s-0030-1259922

  日期：2011.4

  Cross-coupling of Grignard reagents with dichloromethane is achieved using iron(III) catalysts. Aryl- and benzylmagnesium bromides show a range of activity toward double C-Cl bond activation resulting in the insertion of methylene fragments between two equivalents of the nucleophilic partner.

  使用铁(III)催化剂，实现了格氏试剂与二氯甲烷的交叉偶联。芳基和苄基镁溴化物展现出对双碳-氯键活化的多样活性，从而导致甲叉片段插入到两个等量的亲核试剂之间。
• Effective Activation of Strong C−Cl Bonds for Highly Selective Photosynthesis of Bibenzyl via Homo‐Coupling
  作者：Qingning Yang、Xiyi Li、Lu Chen、Xiaoyu Han、Feng Ryan Wang、Junwang Tang

  DOI：10.1002/anie.202307907

  日期：2023.10.23

  nanoparticles exhibit robust performance in photocatalytic C−C coupling of inert benzyl chloride. Compared to previously reported Cu/TiO2, the selectivity towards bibenzyl increases from 57 to 93 %. Cu loading enhances the reactant adsorption, C−Cl bond activation and charge separation/transfer. The moderate oxidation of 2-propanol by ZnO is a key factor in alleviating the generation of byproduct toluene

  负载 Cu 的 ZnO 纳米粒子在惰性氯化苄的光催化 C−C 偶联中表现出强大的性能。与之前报道的Cu/TiO 2相比，联苄的选择性从57%增加到93%。 Cu 负载增强了反应物吸附、C−Cl 键活化和电荷分离/转移。 ZnO对2-丙醇的适度氧化是减轻副产物甲苯生成的关键因素。
• What Molecules Are Likely or Unlikely To Undergo Pedal Motions in Crystals?
  作者：Jun Harada、Keiichiro Ogawa

  DOI：10.1021/cg500962y

  日期：2014.10.1

  The crystal structures of several (E)-stilbenes and 1,2-diarylethane that have methyl or chloro substituents were examined by variable-temperature X-ray diffraction analysis. All the compounds showed disorders in their crystal structures at least at room temperature. In the crystal structures of the molecules with ortho-methyl groups, the disorder observed at room temperature disappeared at 90 K. The dynamic disorders in these crystals were explained in terms of the conformational changes induced by pedal motions, which were not obstructed by the ortho-methyl groups. In the crystals of the stilbenes with alpha-substituents, however, the populations of the two disordered conformers did not change with temperature, which indicates that the disorders were static and these molecules did not undergo the pedal motions in their crystals. Theoretical calculations on the energy barriers for the pedal motions indicated that the observed restriction of the pedal motion in crystals was originated not only in the intramolecular steric repulsions involving the alpha-substituents but mainly in the steric repulsions between the alpha-substituents and the surrounding molecules in the crystals. The pedal motion can proceed only when the shapes of the molecules do not largely change during the process.
• Carbanions. 23. Cleavages of 1,2-diphenylethane and derivatives by cesium-potassium-sodium alloy. Competitive rates of bond scission
  作者：Erling Grovenstein、Amjad M. Bhatti、Dean E. Quest、Dibyendu Sengupta、Don VanDerveer

  DOI：10.1021/ja00358a018

  日期：1983.9
• Sengupta, Dibyendu; Grovenstein, E., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 185 - 186
  作者：Sengupta, Dibyendu、Grovenstein, E.

  DOI：——

  日期：——