4-trimethylsilyl-m-xylene | 17961-80-7

• 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: 4-trimethylsilyl-m-xylene
• 英文别名: (2,4-dimethylphenyl)(trimethyl)silan；(2,4-dimethyl-phenyl)-trimethyl-silane；1-(Trimethylsilyl)-2,4-dimethylbenzene；(2,4-dimethylphenyl)-trimethylsilane
• CAS: 17961-80-7
• 化学式: C₁₁H₁₈Si
• 分子量: 178.349
• InChiKey: GPWGCHZXJYUTIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  4-trimethylsilyl-m-xylene 、 mercury(II) diacetate 生成 2,4-dimethylphenylmercury acetate
  参考文献：
  名称：

  A New Method for Determining the Reactivity of a Particular Ring Position in an Aromatic System

  摘要：

  DOI：

  10.1021/ja01552a071
• 作为产物：
  描述：

  三甲基氯硅烷 、 2,4-二甲基溴苯 在 magnesium 作用下， 以 六甲基磷酰三胺 为溶剂， 生成 4-trimethylsilyl-m-xylene
  参考文献：
  名称：

  Effenberger,F.; Haebich,D., Liebigs Annalen der Chemie, 1979, p. 842 - 857

  摘要：

  DOI：

文献信息

• Regiocontrolled Cobalt-Catalyzed Diels−Alder Reactions of Silicon-Functionalized, Terminal, and Internal Alkynes
  作者：Gerhard Hilt、Judith Janikowski

  DOI：10.1021/ol802837m

  日期：2009.2.5

  The efficient control of the regiochemistry of the Diels−Alder adducts which are formed in excellent yields from 1,3-dienes and alkynylsilanes can be realized utilizing cobalt complexes with a pyridine-imine ligand or a dppe ligand, respectively. The application of 2-trimethylsilyloxy-1,3-butadiene leads to a very interesting cyclohexenone derivative suitable for further transformations.

  通过分别与吡啶-亚胺配体或dppe配体形成钴配合物，可以有效地控制由1，3-二烯和炔基硅烷以优异收率形成的Diels-Alder加合物的区域化学。2-三甲基甲硅烷氧基-1，3-丁二烯的应用产生了非常有趣的适合进一步转化的环己烯酮衍生物。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Hg: MVol.B3, 6.21.5, page 1279 - 1283
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Hg: MVol.B3, 6.21.4, page 1276 - 1279
  作者：

  DOI：——

  日期：——
• 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.
• Eaborn; Moore, Journal of the Chemical Society, 1959, p. 3640
  作者：Eaborn、Moore

  DOI：——

  日期：——