1-methyl-1-(4-methylphenyl)ethylium | 20605-66-7

• 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-methyl-1-(4-methylphenyl)ethylium
• 英文别名: 1-methyl-1-p-tolyl-ethylium；1-(4'-Methylphenyl)-1-methylethyl-kation；p-Methyl-i-propylbenzolkation；p-Methyl-cumyl-Kation；1-methyl-4-propan-2-ylbenzene
• CAS: 20605-66-7
• 化学式: C₁₀H₁₃
• 分子量: 133.213
• InChiKey: HBJOBBFEDXMPQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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-甲基-4-(1-甲基乙烯基)苯 以 various solvent(s) 为溶剂， 生成 1-methyl-1-(4-methylphenyl)ethylium
  参考文献：
  名称：

  McClelland,Robrt A.; Chan, Christopher; Cozens, Frances, Angewandte Chemie, 1991, vol. 103, # 10, p. 1389 - 1391

  摘要：

  DOI：

文献信息

• Deuterium isotope effects on the carbon-13 chemical shifts in 2-substituted 2-norbornyl cations
  作者：Kenneth L. Servis、Robert L. Domenick、David A. Forsyth、Yi Pan

  DOI：10.1021/ja00258a003

  日期：1987.11

  Deuterium isotope effects on /sup 13/C chemical shifts have been examined as a function of location of deuterium in the C/sub 3/-exo or C/sub 3/-endo positions and as a function of increasing electron demand in the series 2-norbornanone, 2-aryl-2-nonbornyl cations, and 2-methyl-2-norbornyl cation. Comparison with isotope shifts in 2-aryl-2-propyl cations demonstrates a change in the type of response

  已检查氘同位素对 /sup 13/C 化学位移的影响，作为氘在 C/sub 3/-exo 或 C/sub 3/-endo 位置的函数以及系列中电子需求增加的函数2-降冰片酮、2-芳基-2-壬基阳离子和2-甲基-2-降冰片基阳离子。与 2-芳基-2-丙基阳离子中同位素位移的比较表明，随着电子需求的增加，对 2-芳基-2-降冰片基阳离子中同位素扰动的响应类型发生了变化。随着电子需求的增加，结果与 sigma 桥接的开始一致。在阳离子中心观察到的同位素位移被认为是由于西格玛框架的扰动（感应型扰动）引起的小高场位移的贡献，由于超共轭的扰动引起的低场位移，以及来自三中心双电子键合扰动的潜在大的高场偏移。由于同位素效应的振动起源，NMR 同位素位移可能是西格玛桥联的特别敏感的探针。
• Substituent Effect on the Stability of Benzyl Cation in the Gas Phase
  作者：Masaaki Mishima、Kiyoshi Arima、Satoshi Usui、Mizue Fujio、Yuho Tsuno

  DOI：10.1246/cl.1987.1047

  日期：1987.6.5

  Chloride ion affinities of substituted benzyl cations in the gas phase have been determined by means of an ICR mass spectrometer. The substituent effect has been analyzed in terms of the LArSR Eq., giving a ρ=13.6 and an r+=1.31.

  气相中取代的苄基阳离子的氯离子亲和力已通过ICR质谱仪测定。已根据 LArSR 方程分析取代基效应，得出 ρ=13.6 和 r+=1.31。
• Stabilities of carbocations in solution. 14. An extended thermochemical scale of carbocation stabilities in a common superacid
  作者：Edward M. Arnett、Thomas C. Hofelich

  DOI：10.1021/ja00347a060

  日期：1983.5
• Stabilities of carbocations in solution. 13. A leaving-group and solvent effect on the thermodynamics of carbocation formation in superacidic media
  作者：Edward M. Arnett、Thomas C. Hofelich

  DOI：10.1021/ja00376a054

  日期：1982.6
• Site of gas-phase methylation of l-phenyl-2-aminopropane
  作者：Herman Zagppey、Roel H. Fokkens、Steen Ingemann、Nico M. M. Nibbering、Helena Florencio

  DOI：10.1002/oms.1210260610

  日期：1991.6

  AbstractThe regioselectivity of methyl cation transfer from (CH3)2F+, (CH3)2Cl+ and (CH3)3O+ to 1‐phenyl‐2‐aminopropane was studied by Fourier transform ion cyclotron resonance in combination with collision‐induced dissociation and neutralization‐reionization mass spectrometry of the stable [M + CH3]+ ions formed in a chemical ionization source. The (CH3)2F+ ion transfers a methyl cation to the NH2 group and the phenyl ring with almost equal probability. Predominant CH3+ transfer to the NH2 group is observed for the (CH3)2Cl+ ion whereas the (CH3)3O+ ion reacts almost exclusively at the amino group. The preference for methylation at NH2 is discussed in terms of a lower methyl cation affinity of the phenyl ring than of the amino group and the existence of an energy barrier for methylation of the phenyl moiety.