m-(1,2-dimethylpropyl)toluene | 22040-30-8

• 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: m-(1,2-dimethylpropyl)toluene
• 英文别名: 2-Methyl-3-m-toluolbutan；1-Methyl-3-(3-methylbutan-2-yl)benzene
• CAS: 22040-30-8
• 化学式: C₁₂H₁₈
• 分子量: 162.275
• InChiKey: XFFRGEUQPFDBCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  209.1±10.0 °C(Predicted)
• 密度：
  0.857±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  m-(1,2-dimethylpropyl)toluene 在 catalyst complex based on aluminum bromide 作用下， 生成 4-(1,1-dimethylpropyl)toluene
  参考文献：
  名称：

  The positional and structural izomerization equilibrium of branched pentylbenzenes

  摘要：

  The equilibrium of the positional and structural isomerization of branched monopentylbenzenes, pentyltoluenes, and pentyl-o-xylenes was studied. It was found that the 1,2-dimethylpropyl substituted derivatives prevail over the 1,1-dimethylpropyl substituted isomers in the equilibrium mixture of all of the examined groups of compounds. The thermodynamic characteristics of the structural isomerization of pentylbenzenes were calculated from the experimental data.

  DOI：

  10.1134/s0965544110020106
• 作为产物：
  描述：

  4-(1,1-dimethylpropyl)toluene 在 catalyst complex based on aluminum bromide 作用下， 生成 m-(1,2-dimethylpropyl)toluene
  参考文献：
  名称：

  The positional and structural izomerization equilibrium of branched pentylbenzenes

  摘要：

  The equilibrium of the positional and structural isomerization of branched monopentylbenzenes, pentyltoluenes, and pentyl-o-xylenes was studied. It was found that the 1,2-dimethylpropyl substituted derivatives prevail over the 1,1-dimethylpropyl substituted isomers in the equilibrium mixture of all of the examined groups of compounds. The thermodynamic characteristics of the structural isomerization of pentylbenzenes were calculated from the experimental data.

  DOI：

  10.1134/s0965544110020106

文献信息

• Rhodium-Catalyzed Alkenylation of Arenes with Multi-Substituted Olefins: Comparison of Selectivity and Reaction Rate as a Function of Olefin Identity
  作者：Marc T. Bennett、Christopher W. Reid、Charles B. Musgrave、William A. Goddard、T. Brent Gunnoe

  DOI：10.1021/acs.organomet.3c00073

  日期：2023.5.22

  for multi-substituted olefins follows the trend monosubstituted > disubstituted > trisubstituted, and tetrasubstituted olefins are unreactive. To probe the effect of substituent size on Markovnikov/anti-Markovnikov regioselectivity, cyclohexyl, tert-butyl, isopropyl, ethyl, and methyl substituted α-olefins are compared. Selectivity for anti-Markovnikov products generally increases as substituent steric

  使用羧酸铜 (II) 作为原位氧化剂和单取代烯烃进行铑催化的芳烃烯基化反应之前已有报道（例如，J. Am. Chem. Soc. 2019, 139, 5474；J. Am. Chem. Soc. 2018, 140, 17007；有机金属学 2019, 38, 3860；美国化学学会 2020, 142, 10534)。在此，研究扩展到多取代烯烃，目的是评估烯烃取代模式和取代基身份对选择性和转换频率的影响。通过将苯转化为烯基芳烃与乙烯、丙烯、1-丁烯、顺式进行比较，探讨了烯烃取代的影响-2-丁烯、反式-2-丁烯、异丁烯、2-甲基-2-丁烯、四甲基乙烯以及苯基取代的烯烃和丙烯苯的异构体。多取代烯烃的氧化氢苯基化速率遵循单取代 > 双取代 > 三取代的趋势，四取代烯烃不具有反应性。为了探究取代基大小对 Markovnikov/anti-Markovnikov 区域选择性的影响，比较了环己基、叔丁基、异丙基、乙基和甲基取代的
• Alkylations of benzene and p-xylene with 1-chloro-2-methylpropane, 1-chloro-2-methylbutane, and 2-chloro-3-methylbutane. Effects of steric hindrance and catalyst activity on product distribution
  作者：Royston Murphy. Roberts、Stephen E. McGuire

  DOI：10.1021/jo00826a023

  日期：1970.1.1
• The positional and structural izomerization equilibrium of branched pentylbenzenes
  作者：P. V. Naumkin、T. N. Nesterova、I. A. Nesterov、N. N. Vodenkova、E. V. Golovin

  DOI：10.1134/s0965544110020106

  日期：2010.3

  The equilibrium of the positional and structural isomerization of branched monopentylbenzenes, pentyltoluenes, and pentyl-o-xylenes was studied. It was found that the 1,2-dimethylpropyl substituted derivatives prevail over the 1,1-dimethylpropyl substituted isomers in the equilibrium mixture of all of the examined groups of compounds. The thermodynamic characteristics of the structural isomerization of pentylbenzenes were calculated from the experimental data.