2,2',3,3'-tetramethoxy-5,5'-dimethyl diphenylmethane | 50525-05-8

• 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: 2,2',3,3'-tetramethoxy-5,5'-dimethyl diphenylmethane
• 英文别名: (3,3',4,4'-tetramethoxy-6,6'-dimethyl)diphenylmethane；1,1'-methylenebis(2,3-dimethoxy-5-methylbenzene)；1-[(2,3-Dimethoxy-5-methylphenyl)methyl]-2,3-dimethoxy-5-methylbenzene；1-[(2,3-dimethoxy-5-methylphenyl)methyl]-2,3-dimethoxy-5-methylbenzene
• CAS: 50525-05-8
• 化学式: C₁₉H₂₄O₄
• 分子量: 316.397
• InChiKey: DRXHXEXHWURMBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2',3,3'-tetramethoxy-5,5'-dimethyl diphenylmethane 在 双氧水 、 甲基三氧化铼(VII) 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 6.0h， 以24.3%的产率得到3-(5-formyl-2,3-dimethoxybenzyl)-4,5-dimethoxybenzoic acid
  参考文献：
  名称：

  Methyltrioxorhenium: a new catalyst for the activation of hydrogen peroxide to the oxidation of lignin and lignin model compounds

  摘要：

  The oxidative degradation of lignin under totally chlorine free conditions is one of the most relevant targets for the design of environmental friendly pulping and bleaching industrial processes. Methyltrioxorhenium was found a powerful and promising catalyst for the oxidation of both phenolic and non-phenolic lignin model compounds by use of hydrogen peroxide as primary oxidant. Three different technical lignins, hydrolytic sugar cane lignin (SCL), red spruce kraft lignin (RSL) and a hardwood organo-solvent lignin (OSL), that are representative examples of widely diffused para-hydroxyphenyl-guaiacyl, guaiacyl and guaiacyl-syringyl lignins, were also extensively degraded under similar experimental conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.049
• 作为产物：
  描述：

  2-[(2-羟基-3-甲氧基-5-甲基苯基)甲基]-6-甲氧基-4-甲基苯酚 、 硫酸二甲酯 在 sodium hydroxide 作用下， 反应 2.0h， 生成 2,2',3,3'-tetramethoxy-5,5'-dimethyl diphenylmethane
  参考文献：
  名称：

  通过合成的阴离子和阳离子水溶性锰和铁卟啉仿生降解木质素和木质素模型化合物。

  摘要：

  据报道，在过氧化氢的存在下，几种水溶性的阴离子和阳离子铁和锰卟啉可对5-5'缩合和二苯甲烷木质素模型化合物进行仿生氧化。锰和铁的中-四（2,6-二氯-3-磺基苯基）卟啉氯化物（分别为TDCSPPMnCl和TDCSPPFeCl），中-四-3-磺基苯基卟啉氯化物（TSPPMnCl）和锰的中-四（N根据所测试模型的氧化程度，比较了-甲基吡啶基）卟啉五乙酸盐（TPyMePMn（CH3COO）5）。发现锰卟啉在降解木质素亚结构方面比铁更有效。其中，以前从未在木质素氧化中使用过的阳离子TPyMePMn（CH3COO）5是最好的催化剂。还研究了卟啉在残留硫酸盐木质素的过氧化氢氧化中的催化活性。定量31P NMR的使用可以根据所使用的催化剂，专注于发生不同的降解途径。TPyMePMn（CH3COO）5能够对木质素结构进行最广泛的降解，脂族羟基和羧酸的减少证明了这一点。值得注意的是，在锰卟啉催化残留的硫酸盐

  DOI：

  10.1016/s0968-0896(99)00105-4

文献信息

• Immobilized methyltrioxo rhenium (MTO)/H2O2 systems for the oxidation of lignin and lignin model compounds
  作者：Claudia Crestini、Maria Chiara Caponi、Dimitris S. Argyropoulos、Raffaele Saladino

  DOI：10.1016/j.bmc.2006.03.046

  日期：2006.8

  A convenient and efficient application of heterogeneous methylrhenium trioxide (MTO) systems for the selective oxidation of lignin model compounds and lignins is reported. Environmental friendly and low-cost H2O2 was used as the oxygen atom donor. Overall, the data presented and discussed in this paper point toward the conclusion that the immobilized heterogeneous catalytic systems based on H2O2/and MTO catalysts are able to extensively oxidize both phenolic and non-phenolic, monomeric, and dimeric, lignin model compounds. Condensed diphenylmethane models were found also extensively oxidized. Technical lignins, such as hydrolytic sugar cane lignin (SCL) and red spruce kraft lignin (RSL), displayed oxidative activity with immobilized MTO catalytic systems. After oxidation, these lignins displayed the formation of more soluble lignin fragments with a high degree of degradation as indicated by the lower contents of aliphatic and condensed OH groups, and the higher amounts of carboxylic acid moieties. Our data indicate that immobilized MTO catalytic systems are significant potential candidates for the development of alternative totally chlorine-free delignification processes and environmentally sustainable lignin selective modification reactions. (c) 2006 Elsevier Ltd. All rights reserved.
• The early oxidative biodegradation steps of residual kraft lignin models with laccase
  作者：Claudia Crestini、Dimitris S. Argyropoulos

  DOI：10.1016/s0968-0896(98)00173-4

  日期：1998.11

  A number of model compounds resembling the fundamental bonding patterns of residual kraft lignin, including a series of stilbenes, were incubated with laccase from Trametes versicolor in the presence and absence of delignification 'mediators' ABTS and HBT. The condensed kraft lignin model compounds seem to undergo initial degradation by laccase mainly via benzylic oxidation, demethylation and hydroxylation reactions. Phenolic 5-5', diphenylmethane and alpha-5 lignin models were found to be degraded mainly via side-chain oxidation reactions. Among the models studied, a phenolic stilbene was found to be the most reactive, yielding several products showing side-chain oxidation/transposition, demethoxylation and hydroxylation reactions. Non-phenolic 5-5', diphenylmethane and stilbene model compounds were found unreactive even in the presence of the laccase-mediator system. (C) 1998 Elsevier Science Ltd. All rights reserved.
• The reactivity of phenolic and non-phenolic residual kraft lignin model compounds with Mn(II)-peroxidase from Lentinula edodes
  作者：Claudia Crestini、Alessandro D'Annibale、Giovanni Giovannozzi Sermanni、Raffaele Saladino

  DOI：10.1016/s0968-0896(99)00303-x

  日期：2000.2

  Three phenolic model compounds representing bonding patterns of residual kraft lignin were incubated with manganese peroxidase from Lentinula edodes. Extensive degradation of all the phenolic models, mainly occurring via side-chain benzylic oxidation, was observed. Among the tested model compounds the diphenylmethane alpha-5 phenolic model was found to be the most reactive, yielding several products showing oxidation and fragmentation at the bridging position. The non-phenolic 5-5' biphenyl and 5-5' diphenylmethane models were found unreactive. (C) 2000 Elsevier Science Ltd. All rights reserved.