bis-(3-bromo-2,4,6-trimethyl-phenyl)methane | 70335-42-1

• 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: bis-(3-bromo-2,4,6-trimethyl-phenyl)methane
• 英文别名: bis(3-bromo-2,4,6-trimethylphenyl)methane；Bis(3-Brom-mesityl)methan；2-Bromo-4-[(3-bromo-2,4,6-trimethylphenyl)methyl]-1,3,5-trimethylbenzene
• CAS: 70335-42-1
• 化学式: C₁₉H₂₂Br₂
• 分子量: 410.192
• InChiKey: BNVXFOORNYSYLI-UHFFFAOYSA-N

物化性质

• 沸点：
  463.5±40.0 °C(Predicted)
• 密度：
  1.372±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  bis-(3-bromo-2,4,6-trimethyl-phenyl)methane 在 copper(l) cyanide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以70%的产率得到bis(3-cyano-2,4,6-trimethylphenyl)methane
  参考文献：
  名称：

  Non-coplanar aromatic carboxylic acids: Unusual conformation-dependent self-assembly and pseudopolymorphism of di(3-carboxymesityl)methane

  摘要：

  The dicarboxylic acids 3 and 4, i.e., di(3-carboxy-2,4,6-trimethylphenyl)methane and di(3-carboxyphenyl)methane, are created by a methylene tethering of mesitoic acid and benzoic acid, respectively. These diacids may explore two low energy conformations. viz., syn and anti. Whereas the syn-diacid 3 is found to undergo self-assembly in the solid state via it very rare tetrameric motif, the anti-diacid 3 is found to exhibit pseudopolymorphism with guest molecules such as DMSO and PhOH-H2O. The unusual patterns of assembly and the occurrence of pseudopolymorphism for the syn and anti conformers, respectively, appear to emanate from all unique structural feature that emerges as a consequence of tethering. It appears that the molecules that contain strongly interacting functional groups in non-coplanar aryl rings will stiffer from packing problems, which manifests itself ill a new mode of packing and the phenomenon of pseudopolymorphism. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2007.10.019
• 作为产物：
  描述：

  二荚基甲烷 在 N-溴代丁二酰亚胺(NBS) 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以67%的产率得到bis-(3-bromo-2,4,6-trimethyl-phenyl)methane
  参考文献：
  名称：

  Non-coplanar aromatic carboxylic acids: Unusual conformation-dependent self-assembly and pseudopolymorphism of di(3-carboxymesityl)methane

  摘要：

  The dicarboxylic acids 3 and 4, i.e., di(3-carboxy-2,4,6-trimethylphenyl)methane and di(3-carboxyphenyl)methane, are created by a methylene tethering of mesitoic acid and benzoic acid, respectively. These diacids may explore two low energy conformations. viz., syn and anti. Whereas the syn-diacid 3 is found to undergo self-assembly in the solid state via it very rare tetrameric motif, the anti-diacid 3 is found to exhibit pseudopolymorphism with guest molecules such as DMSO and PhOH-H2O. The unusual patterns of assembly and the occurrence of pseudopolymorphism for the syn and anti conformers, respectively, appear to emanate from all unique structural feature that emerges as a consequence of tethering. It appears that the molecules that contain strongly interacting functional groups in non-coplanar aryl rings will stiffer from packing problems, which manifests itself ill a new mode of packing and the phenomenon of pseudopolymorphism. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2007.10.019

文献信息

• An efficient synthesis of diarylmethanes via InCl3·4H2O-catalyzed dehydration of electron-rich arenes with trioxane
  作者：Hong-Bin Sun、Ruimao Hua、Yingwu Yin

  DOI：10.1016/j.tetlet.2006.02.020

  日期：2006.4

  A facile, efficient and environmentally benign procedure for the synthesis of diarylmethanes via the reaction of arenes with trioxane catalyzed by InCl3 center dot 4H(2)O was developed. The reactions of aromatic compounds bearing electron-donating group proceeded smoothly affording the corresponding diarylmethanes in good to excellent yields. (c) 2006 Elsevier Ltd. All rights reserved.