1-phenyl-3-(m-tolyl)propane | 1520-40-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-phenyl-3-(m-tolyl)propane
• 英文别名: 1-Phenyl-3-m-tolyl-propan；1-Methyl-3-(3-phenylpropyl)benzene
• CAS: 1520-40-7
• 化学式: C₁₆H₁₈
• 分子量: 210.319
• InChiKey: NKJNVZSPBITTOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-(3-methyl-phenyl)-3-phenyl-2-propen-1-one 在 三乙基硅烷 、 三氟乙酸 作用下， 反应 5.0h， 生成 1-phenyl-3-(m-tolyl)propane
  参考文献：
  名称：

  取代基对1-芳基-3-苯基丙烷的NMR化学位移和质量裂解模式的影响

  摘要：

  研究了具有m或p取代基（H，NO 2，Br，Cl，OCH 3，CH 3）的1-芳基-3-苯基丙烷的1 H和13 C化学位移和质谱裂解模式。取代基的电子效应似乎是通过贯穿空间以及通过贯穿键机制传递的，从而导致i- C的化学位移值与Hammettσ值的图呈反相关。质谱显示取代基为给电子体时，取代的苄基片段为基峰，而吸电子取代基为苄基片段。

  DOI：

  10.1002/bkcs.10720

文献信息

• Cation−π Interactions in the Gas Phase Methylation of α,ω-Diphenylalkanes
  作者：Barbara Chiavarino、Maria E. Crestoni、Simonetta Fornarini、Dietmar Kuck

  DOI：10.1021/jp0271920

  日期：2003.6.1

  3-diphenylpropane. The kinetic pattern of the reaction, conforming to the established scheme of an electrophilic alkylation reaction, is consistent with a rate-determining formation of the σ-complex intermediate, at variance with the tert-butylation of the same series of compounds by Me3C+ ions, occurring at the collisional encounter rate. The kinetic features are explained by a marked effect due to the presence

  α,ω-二苯基烷烃（C6H5（CH2）nC6H5，n = 1-6）的甲基化已在气相中进行，使用 Me2Cl+ 离子作为烷基化物质，甲苯作为参考底物。在大气压下的放射分解实验和 10-8 Torr 下的 FT-ICR 测量中，所选的二苯基烷烃的反应速度都比甲苯快，这是 1,3-二苯基丙烷表现出的最高反应性。该反应的动力学模式符合已建立的亲电烷基化反应方案，与 σ-络合物中间体的速率决定形成一致，与 Me3C+ 离子对同一系列化合物的叔丁基化不同，发生在碰撞遭遇率。由于存在第二个芳基环，动力学特征通过显着效应来解释，提供离子-中性碰撞络合物和σ络合物相对于甲苯的额外稳定性。这两个因素对 ca 的 δEa 都有贡献。8 kcal mol-1 用于竞争 1,3-二苯基...
• The Gas-Phase Reactivity ofp-Me3Si-Substituted 1,3-Diphenylpropane Towards Charged Electrophiles: Intra- and Interannular Hydrogen Migrations
  作者：Maria Elisa Crestoni

  DOI：10.1002/(sici)1521-3765(19980615)4:6<993::aid-chem993>3.0.co;2-i

  日期：1998.6.15

  The gas-phase reaction of pI-Me3SiC6H4(CH2)(3)C6H5 (p-TSDPP) with gaseous cations, including C2H5+, Me2Cl+ and DCO-, has been studied in the pressure range from 10(-8) to 10(3) Torr by Fourier-transform ion cyclotron resonance (FT-ICR) and by the radiolytic technique. The protonated or alkylated intermediates undergo intramolecular migration and intermolecular transfer of protons and/or Me3Si+. The results underline the role of the spectator ring in providing internal solvation to an arenium moiety, as evidenced by the noticeable stability towards Me3Si loss with respect to a single-ring model substrate, p-Me3SiC6H4Me (p-TST), upon reaction with the same gaseous ions. The extent of the alkylation route relative to the alkyldesilylation processes, measured as a function of the arenium ion lifetime, permits derivation of the rate constant for the conversion by proton transfer of the originally formed arenium ions to ipso-silylated isomers (ki). The estimated values of k(i(p-TST))= 5 x 10(9) s(-1) and k(i(p-TSDPP)) = 2 X 10(8) s(-1) at 120 degrees C suggest that intraannular H shifts are faster than ring-to-ring H transfer, in agreement with previous evidence from tert-butylated arenium ions. The reactivity of [Me3Si-arene](+) adducts, adequately described by the Wheland sigma-complex model, does not exclude the intermediacy of an ion-neutral noncovalent complex.
• Sodium-Catalyzed Reactions of o-, m- and p-Methylstyrene in the Presence of Toluene^1,2
  作者：HERMAN PINES、JOSEPH SHABTAI

  DOI：10.1021/jo01069a011

  日期：1961.11
• Effects of Substituents on NMR Chemical Shifts and Mass Fragmentation Patterns of 1-Aryl-3-phenylpropanes
  作者：Eun Jeong Jeong、In-Sook Han Lee

  DOI：10.1002/bkcs.10720

  日期：2016.4

  shifts and the mass spectral fragmentation patterns of 1‐aryl‐3‐phenylpropanes with m‐ or p‐substituents (H, NO2 , Br, Cl, OCH3 , CH3 ) were studied. The electronic effects of the substituents seemed to be transmitted by the through‐space as well as by a through‐bond mechanism, resulting in an inverse correlation in the plot of the chemical shift values of i‐C vs. the Hammett σ values. The mass spectra showed

  研究了具有m或p取代基（H，NO 2，Br，Cl，OCH 3，CH 3）的1-芳基-3-苯基丙烷的1 H和13 C化学位移和质谱裂解模式。取代基的电子效应似乎是通过贯穿空间以及通过贯穿键机制传递的，从而导致i- C的化学位移值与Hammettσ值的图呈反相关。质谱显示取代基为给电子体时，取代的苄基片段为基峰，而吸电子取代基为苄基片段。