tetramethylterphenyl | 83909-08-4

• 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: tetramethylterphenyl
• 英文别名: 2,6,2'',6''-tetramethyl-1,1':3',1''-terphenyl；2,2'',6,6''-Tetramethyl-m-terphenyl；1,1':3',1''-Terphenyl, 2,2'',6,6''-tetramethyl-；2-[3-(2,6-dimethylphenyl)phenyl]-1,3-dimethylbenzene
• CAS: 83909-08-4
• 化学式: C₂₂H₂₂
• 分子量: 286.417
• InChiKey: DWMLZMFZPKVXIV-UHFFFAOYSA-N

物化性质

• 熔点：
  37-38 °C
• 沸点：
  379.1±37.0 °C(Predicted)
• 密度：
  1.004±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  tetramethylterphenyl 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 以27%的产率得到2,6,2'',6''-tetrakis(bromomethyl)-1,1':3',1''-terphenyl
  参考文献：
  名称：

  Synthesis of novel lantern-shaped molecules based on resorcin[4]arene and m-terphenyl units

  摘要：

  Novel lantern-shaped molecules with a large enclosure were synthesized by taking advantage of resorcin[4]arene and m-terphenyl units as the capping and bottom fragments, respectively. Two conformers with different cavity volume were obtained selectively by changing the substituent on the bottom unit.

  DOI：

  10.1016/0040-4039(95)01610-t
• 作为产物：
  描述：

  2,6-二甲基溴苯 在 palladium on activated charcoal 、 magnesium 作用下， 以 乙醚 为溶剂， 生成 tetramethylterphenyl
  参考文献：
  名称：

  Melzer, Peter; Kurreck, Harry; Kieslich, Wolfgang, Chemische Berichte, 1982, vol. 115, # 11, p. 3597 - 3609

  摘要：

  DOI：
• 作为试剂：
  描述：

  二硫化碳 、 BmtBr 在 叔丁基锂 、 tetramethylterphenyl 作用下， 生成 4-t-butyl-2,6-bis[(2,2",6,6"-tetramethyl-m-terphenyl-2'-yl)methyl]benzenethiol
  参考文献：
  名称：

  Thiophilic Reactions of Aryllithium Bearing a Bulky Bowl-Type Substituent With Carbon Disulfide

  摘要：

  DOI：

  10.1080/10426500590913384

文献信息

• Synthesis of cuppedophanes and cappedophanes. Two new classes of cyclophanes with molecular cavities
  作者：Thottumkara Vinod、Harold Hart

  DOI：10.1021/jo00290a017

  日期：1990.2
• Oxacyclophanes based on a m-terphenyl framework
  作者：Rupinder S. Grewal、Harold Hart、Thottumkara K. Vinod

  DOI：10.1021/jo00035a034

  日期：1992.4

  m-Terphenyl tetraphenol 4 (Scheme I) and tetrabenzyl alcohol 19 (Scheme IV) were efficiently synthesized from 2,6-dichloroiodobenzene and an appropriate aryl Grignard, using tandem aryne technology. Each tetrol was used to construct bicyclic oxacyclophanes by linking the 3,3" and 5,5" substituents with bis-alkylating or acylating agents. Examples are 7, 14, 15, and 20-24. Only the meta isomer of xylylene dichloride formed a bicyclic oxacyclophane with 4; the ortho and para isomers gave polymers. However all three isomers gave oxacyclophanes (i.e., 10-12) with the diphenol 9 (only one link across the m-terphenyl framework) and bicyclic oxacyclophanes with 19 (i.e., 20-22), where each link contains two additional atoms. Para-linked 12 and 21 show restricted rotation of the p-xylylene rings. Two noninterconvertible conformers were obtained when the m-xylylene linking group contained a vicinal methoxy substituent (i.e., 15uu and 15ud).
• An Unusual Equilibrium Chlorine Atom Transfer Process and Its Potential for Assessment of Steric Pressure by Bulky Aryls
  作者：Rhett C. Smith、Shashin Shah、Eugenijus Urnezius、John D. Protasiewicz

  DOI：10.1021/ja028422r

  日期：2003.1.1

  An unusually facile intermolecular chlorine atom transfer process has been discovered between the phospha-Wittig reagents ArP=PMe3 and ArPCl2 (Ar is a sterically hindered aryl group). The atom transfer process is catalyzed by added PMe3. A mechanism is forwarded that is based upon a Me3P/Me3PCl2 couple that allows shuttling of chlorine atoms between ArP groups. This unique transfer process is exploited to evaluate the steric properties of aryl groups via an equilibrium process.
• VINOD, THOTTUMKARA K.;HART, HAROLD, J. AMER. CHEM. SOC., 110,(1988) N 19, C. 6574-6575
  作者：VINOD, THOTTUMKARA K.、HART, HAROLD

  DOI：——

  日期：——
• Melzer, Peter; Kurreck, Harry; Kieslich, Wolfgang, Chemische Berichte, 1982, vol. 115, # 11, p. 3597 - 3609
  作者：Melzer, Peter、Kurreck, Harry、Kieslich, Wolfgang

  DOI：——

  日期：——