1-(2-甲基苯基)-1,2-二苯基乙烷 | 37984-98-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(2-甲基苯基)-1,2-二苯基乙烷
• 英文名称: 1-(2-methylphenyl)-1,2-diphenylethane
• 英文别名: (1-o-tolylethane-1,2-diyl)dibenzene；1-(o-Tolyl)-1,2-diphenylethan；1-(1,2-Diphenylethyl)-2-methylbenzene
• CAS: 37984-98-8
• 化学式: C₂₁H₂₀
• 分子量: 272.39
• InChiKey: XPIBAXDZNMVSTN-UHFFFAOYSA-N

物化性质

• 熔点：
  58-58.5 °C(Solv: ethanol (64-17-5))
• 沸点：
  363.3±27.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• 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

• 作为产物：
  描述：

  2-甲基二苯甲酮 在 镍 氢气 、 magnesium 作用下， 以 乙醚 、 环己烷 为溶剂， 20.0 ℃ 、9.5 MPa 条件下， 生成 1-(2-甲基苯基)-1,2-二苯基乙烷
  参考文献：
  名称：

  Effenberger, Franz; Russ, Werner, Chemische Berichte, 1982, vol. 115, # 12, p. 3719 - 3736

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Oxidative Intermolecular Difunctionalization of Terminal Alkenes with Organostannanes and Molecular Oxygen
  作者：Kaveri Balan Urkalan、Matthew S. Sigman

  DOI：10.1002/anie.200900218

  日期：2009.4.14

  palladium complex catalyzes the title transformations, which are thought to proceed via a π‐allyl or π‐benzyl intermediate. The regioselectivity of the reaction (1,2‐ or 1,1‐difunctionalization) depends on the type of terminal double bond (conjugated or nonconjugated) in the substrate (see scheme) and appears to be controlled by the relative rates of β‐hydride elimination and transmetalation. DMA=dimethylacetamide

  阳离子钯配合物催化标题转化，这被认为是通过 π-烯丙基或 π-苄基中间体进行的。反应的区域选择性（1,2-或 1,1-双官能化）取决于底物中末端双键（共轭或非共轭）的类型（见方案），似乎受 β-氢化物的相对速率控制消除和转移。DMA=二甲基乙酰胺，Tf=三氟甲磺酸。
• Iridium-Catalyzed Asymmetric Hydrogenation Yielding Chiral Diarylmethines with Weakly Coordinating or Noncoordinating Substituents
  作者：Päivi Tolstoy、Mattias Engman、Alexander Paptchikhine、Jonas Bergquist、Tamara L. Church、Abby W.-M. Leung、Pher G. Andersson

  DOI：10.1021/ja9013375

  日期：2009.7.1

  in pharmaceuticals and natural products, making the synthetic methods that form these chiral centers are important in industry. We have applied iridium complexes with novel N,P-chelating ligands to the asymmetric hydrogenation of trisubstituted olefins, forming diarylmethine chiral centers in high conversions and excellent enantioselectivities (up to 99% ee) for a broad range of substrates. Our results

  含二芳基次甲基的立体中心存在于药物和天然产物中，使得形成这些手性中心的合成方法在工业中很重要。我们已将具有新型 N,P 螯合配体的铱配合物应用于三取代烯烃的不对称氢化，以高转化率和优异的对映选择性（高达 99% ee）形成二芳基次甲基手性中心，适用于广泛的底物。我们的结果支持这样一种假设，即催化剂一个特定区域的空间位阻在立体选择中起着关键作用，因为在前手性碳上几乎没有差异的底物的氢化以高对映选择性发生。结果，即使当前手性碳带有例如苯基和对甲苯基基团时，也能获得出色的立体辨别力。
• Detailed Characterization of <i>p</i>-Toluenesulfonic Acid Monohydrate as a Convenient, Recoverable, Safe, and Selective Catalyst for Alkylation of the Aromatic Nucleus
  作者：Mathew P. D. Mahindaratne、Kandatege Wimalasena

  DOI：10.1021/jo971832r

  日期：1998.5.1

  Alkylation of the aromatic nucleus, an important reaction in industry and synthetic organic chemistry, has traditionally been carried out by the well-known Friedel-Crafts reaction employing Lewis acid catalysts such as AlCl3 and BF3 or by using highly reactive organometallic reagents. Although protic acids such as anhydrous HF and concentrated H2SO4 have also been used in the alkylation of the aromatic nucleus, the notoriously corrosive, highly toxic, and hazardous nature of these agents has precluded their common use under ordinary laboratory conditions. Various organic sulfonic acids have, on occasion, been used as catalysts in Friedel-Crafts alkylations, but to our knowledge the chemistry and the scope of these reactions for common laboratory use have never been exploited in detail. In the present study we have characterized commercially available p-toluenesulfonic acid monohydrate (TsOH) as an efficient catalyst for the intermolecular coupling of the aromatic nucleus with activated alkyl halides, alkenes, or tosylates under mild conditions in an open atmosphere. In comparison to conventional Friedel-Crafts catalysts such as AlCl3, BF3, HF, and concentrated H2SO4, the extent of the formation of undesired products from side reactions such as transalkylation, polymerization, etc. was minimal with the TsOH-catalyzed reaction. The ability to recover and reuse the catalyst from the reaction mixtures, minimal generation of environmentally unfriendly waste, high specificity of the reaction, and the low cost of the catalyst are important advantages of the TsOH catalyst over the other conventional Friedel-Crafts catalysts.
• Knorr, Rudolf; Lattke, Ernst; Ruf, Friedrich, Chemische Berichte, 1981, vol. 114, # 5, p. 1592 - 1599
  作者：Knorr, Rudolf、Lattke, Ernst、Ruf, Friedrich、Reissig, Hans-Ulrich

  DOI：——

  日期：——
• KNORR R.; LATTKE E.; RUF F.; REISSIG H.-U., CHEM. BER., 1981, 114, NO 5, 1592-1599
  作者：KNORR R.、 LATTKE E.、 RUF F.、 REISSIG H.-U.

  DOI：——

  日期：——