bis(2,5-dimethoxy-3,4,6-trimethylphenyl)methane | 17228-90-9

• 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(2,5-dimethoxy-3,4,6-trimethylphenyl)methane
• 英文别名: Benzene, 1,1'-methylenebis[2,5-dimethoxy-3,4,6-trimethyl-；1-[(2,5-dimethoxy-3,4,6-trimethylphenyl)methyl]-2,5-dimethoxy-3,4,6-trimethylbenzene
• CAS: 17228-90-9
• 化学式: C₂₃H₃₂O₄
• 分子量: 372.505
• InChiKey: QUWMYGDNADZXCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-dimethoxy-2-methoxymethyl-3,5,6-trimethylbenzene 在 nitrosonium tetrafluoroborate 、 锌 作用下， 生成 bis(2,5-dimethoxy-3,4,6-trimethylphenyl)methane
  参考文献：
  名称：

  Radical-Cation Catalysis in the Synthesis of Diphenylmethanes via the Dealkylative Coupling of Benzylic Ethers

  摘要：

  The dealkylative coupling of benzyl alkyl ethers (ArCH(2)OR) to yield the corresponding diarylmethanes (ArCH2Ar) together with dialkoxymethane (ROCH(2)OR) is catalyzed by small amounts of 1-electron oxidants (such as aromatic cation radicals, NO+, etc.) or py an equivalent electrochemical (anodic) method. The catalytic method is successfully employed for the facile synthesis of a novel macrocyclic crown ether 18 that contains a diarylmethane linkage. On the basis of the spectral observation of the radical cation ArCH(2)OR(.+) and the excellent catalytic efficiency with turnover numbers in excess of 10(2), an electron-transfer and an alternative electrophilic chain mechanism are discussed for the dealkylative coupling process.

  DOI：

  10.1021/jo00128a020

文献信息

• A General Synthesis of Quinone Ammonium Salts
  作者：David Wiedenfeld、Mark A. Minton、David R. Glass、Vladimir N. Nesterov、Kila D. Nsamenang、Dong Han

  DOI：10.1055/s-2005-865296

  日期：——

  substituted p-dimethoxybenzenes to quinone ammonium salts. Five examples of quinone ammonium salts have been prepared with this procedure. In the first step, the aromatic species is reacted with N-(hydroxymethyl)trifluoroacetamide and trifluoroacetic acid. The trifluoroacetamide product is then oxidatively demethylated and finally hydrolyzed to afford the quinone ammonium salt.

  已经开发了将取代的对二甲氧基苯转化为醌铵盐的三步程序。用该程序制备了五个醌铵盐的例子。在第一步中，芳族物质与 N-(羟甲基)三氟乙酰胺和三氟乙酸反应。然后将三氟乙酰胺产物氧化去甲基化，最后水解得到醌铵盐。
• Radical-Cation Catalysis in the Synthesis of Diphenylmethanes via the Dealkylative Coupling of Benzylic Ethers
  作者：Rajendra Rathore、Jay K. Kochi

  DOI：10.1021/jo00128a020

  日期：1995.11

  The dealkylative coupling of benzyl alkyl ethers (ArCH(2)OR) to yield the corresponding diarylmethanes (ArCH2Ar) together with dialkoxymethane (ROCH(2)OR) is catalyzed by small amounts of 1-electron oxidants (such as aromatic cation radicals, NO+, etc.) or py an equivalent electrochemical (anodic) method. The catalytic method is successfully employed for the facile synthesis of a novel macrocyclic crown ether 18 that contains a diarylmethane linkage. On the basis of the spectral observation of the radical cation ArCH(2)OR(.+) and the excellent catalytic efficiency with turnover numbers in excess of 10(2), an electron-transfer and an alternative electrophilic chain mechanism are discussed for the dealkylative coupling process.
• Bis(2,5-dimethoxy-4-methylphenyl)methane and bis(2,5-dimethoxy-3,4,6-trimethylphenyl)methane
  作者：David J. Wiedenfeld、Vladimir N. Nesterov、Mark A. Minton、David R. Glass

  DOI：10.1107/s0108270103024673

  日期：2003.12.15

  Bis(2,5-dimethoxy-4-methylphenyl) methane, C19H24O4, (IIa), was obtained and characterized as a minor product from the reaction of toluhydroquinone dimethyl ether (1,4-dimethoxy-2- methylbenzene) with N-(hydroxymethyl) trifluoroacetamide. Similarly, bis(2,5-dimethoxy-3,4,6-trimethylphenyl) methane, C23H32O4, (IIb), was prepared from the corresponding reaction of trimethylhydroquinone dimethyl ether (2,5-dimethoxy- 1,3,4-trimethylbenzene). The molecules of ( IIa) and (IIb) each lie on a twofold axis passing through the methylene group. The dihedral angle between the planar phenyl rings is 73.4 (1)degrees in (IIa) and 77.9 (1)degrees in (IIb). The external bond angles around the bridging methylene group are 116.6 (2) and 117.3 (2)degrees for (IIa) and (IIb), respectively. In (IIa), the methoxy substituents lie in the plane of the ring and are conjugated with the aromatic system, whereas in (IIb), they are almost perpendicular to the phenyl ring and are positioned on opposite sides.
• CROSSLINKING OF PROTEINS AND OTHER ENTITIES VIA CONJUGATES OF ALPHA-HALOACETOPHENONES, BENZYL HALIDES, QUINONES, AND THEIR DERIVATIVES
  申请人：Krantz Alexander

  公开号：US20130165382A1

  公开（公告）日：2013-06-27

  The present invention relates to the formation of conjugates (e.g., protein-protein dimers) using a-halo-acetophenones, benzylic halides, quinones, and related compounds as a conjugating system. The invention also features compositions that include the conjugates described herein, as well as uses of these conjugates in methods of medical treatment.
• US9770515B2
  申请人：——

  公开号：US9770515B2

  公开（公告）日：2017-09-26