1-甲基-4-[三(4-甲基苯氧基)甲氧基]苯 | 54974-05-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-甲基-4-[三(4-甲基苯氧基)甲氧基]苯
• 英文名称: 4-Methyl-phenyl-Orthocarbonat
• 英文别名: Tetrakis(p-tolyloxy)methane；1-methyl-4-[tris(4-methylphenoxy)methoxy]benzene
• CAS: 54974-05-9
• 化学式: C₂₉H₂₈O₄
• 分子量: 440.539
• InChiKey: OPODHSZUKFNLLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  1-甲基-4-[三(4-甲基苯氧基)甲氧基]苯 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 生成 对甲酚 、 二对甲苯基碳酸酯 、 苯酚
  参考文献：
  名称：

  Hydrolysis of Orthocarbonates. Evidence for Charge Imbalance in the Transition State for the General Acid Catalyzed Process

  摘要：

  Catalytic constants have been measured for the hydrolysis of a range of aryl orthocarbonates, in which both the leaving group and trioxocarbenium ion moiety have been systematically varied, by neutral carboxylic acids (trichloroacetic, difluoroacetic, dichloroacetic, malonic, chloroacetic, and acetic) at 70.0 degrees C in 60% water-40% acetonitrile, I = 1.0 M (KCI). Curvature cannot be detected in Bronsted plots involving carboxylic acids only, but inclusion of the point for H3O+ suggests downward curvature (i.e. p(x) greater than or equal to 0). beta(lg), Plots are curved downward (i.e. p(y') = -partial derivative beta(lg)/partial derivative pK(lg) > 0). Substitutent effects in the tris(aryloxy)carbenium ion fragment were quantitated by use of the experimental aqueous pK(a) values of the phenol (pK(rc)), rather than Hammett sigma values, since this gave better correlations for the spontaneous reactions (Kandanarachchi, P.; Sinnott, M. L. J. Am. Chem. Sec., preceding paper in this issue). Cross coefficients are large and not constant: p(xy') (measured as partial derivative alpha/partial derivative pK(lg) rather than partial derivative beta(lg)/partial derivative pK(HA)) varies from 0.26 for (PhOC+ to 0.16 for (pMeOC(6)H(4)OC+. Likewise, p(xy) (measured as -partial derivative alpha/partial derivative pK(rc) rather than -partial derivative beta(rc)/partial derivative partial derivative pK(HA)) experiences large changes with the leaving group pK. Data to estimate p(yy') (beta(rc)/partial derivative K-lg) are more limited, but it too changes with the pK(a) of the catalyzing acid. These data indicate that a two-dimensional More O'Ferrall-Jencks diagram, with one axis representing both C-O cleavage and the ability of substituents in the tris(aryloxy)carbenium ion moiety to sense positive charge development, is inadequate to represent this reaction: separate axes are required for carbon-oxygen bond cleavage and development of carbon-oxygen double-bond character.

  DOI：

  10.1021/ja00092a010
• 作为产物：
  描述：

  四氯化碳 、 对甲酚 生成 1-甲基-4-[三(4-甲基苯氧基)甲氧基]苯
  参考文献：
  名称：

  苯氧配合物的化学。六、苯氧铜(I)配合物与四氯化碳的反应

  摘要：

  研究了几种取代的苯氧基亚铜与四氯化碳在乙腈中的反应。不含邻位取代基的酚盐通常会产生高产率的原碳酸四芳基酯。它是...

  DOI：

  10.1139/v79-147

文献信息

• Synthesis of aryl orthocarbonates
  作者：N. Narasimhamurthy、A.G. Samuelson

  DOI：10.1016/s0040-4039(00)84157-x

  日期：1986.1

  A simple and efficient method of preparing tetraaryl orthocarbonates from copper phenoxide and carbon disulfide is described.

  描述了一种由苯酚铜和二硫化碳制备原碳酸四芳基酯的简单有效的方法。
• Poly(glycolic acid)/poly(alkylene glycol)block copolymers and method of manufacturing the same
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0108912A2

  公开（公告）日：1984-05-23

  Multiblock copolymers having the following general formula: where R represents alkylene and Ar is an aromatic group, are obtained by transesterification of poly(glycolic acid) and an hydroxyl-ended poly(alkylene glycol) such as poly(oxyethylene) in the presence of a catalyst with the degree of polymerization of the copolymer being increased by the subsequent addition of an aromatic orthocarbonate such as tetra-p-tolyl orthocarbonate. The copolymers find use in the manufacture of surgical articles, particularly absorbable monofilament sutures possessing the desired characteristics of flexibility, resulting in good handling properties, and biodegradability.

  具有以下通式的多嵌段共聚物： 其中 R 代表亚烷基，Ar 代表芳香基，是通过聚（乙醇酸）和羟基端聚（烷二醇）（如聚（氧 乙烯））在催化剂存在下发生酯交换反应而得到的，随后加入芳香族原碳酸酯（如原碳酸四对甲苯 酯）可提高共聚物的聚合度。这种共聚物可用于制造外科手术用品，特别是可吸收的单丝缝合线，具有所需的柔韧性、良好的操作性能和生物降解性。
• NARASIMHAMURTHY, N.;SAMUELSON, A. G., TETRAHEDRON LETT., 1986, 27, N 8, 991-992
  作者：NARASIMHAMURTHY, N.、SAMUELSON, A. G.

  DOI：——

  日期：——
• US4438253A
  申请人：——

  公开号：US4438253A

  公开（公告）日：1984-03-20
• Chemistry of phenoxo complexes. VI. Reactions of phenoxocopper(I) complexes with carbon tetrachloride
  作者：John F. Harrod、Patrick Van Gheluwe

  DOI：10.1139/v79-147

  日期：1979.4.15

  The reactions of several substituted cuprous phenoxides with CCl4 in acetonitrile were examined. Phenoxides without ortho-substituents usually gave high yields of tetraarylorthocarbonates. It is sh...

  研究了几种取代的苯氧基亚铜与四氯化碳在乙腈中的反应。不含邻位取代基的酚盐通常会产生高产率的原碳酸四芳基酯。它是...