4.4''-Dihydroxy-5'-methyl-m-terphenyl | 849904-94-5

• 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: 4.4''-Dihydroxy-5'-methyl-m-terphenyl
• 英文别名: 5'-Methyl-m-terphenyl-4,4''-diol；4-[3-(4-Hydroxyphenyl)-5-methylphenyl]phenol
• CAS: 849904-94-5
• 化学式: C₁₉H₁₆O₂
• 分子量: 276.335
• InChiKey: JAKCDWPMIMHAFA-UHFFFAOYSA-N

物化性质

• 沸点：
  452.7±35.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4.4''-Dihydroxy-5'-methyl-m-terphenyl 、 1-(Bromomethyl)-4-[3-[4-(bromomethyl)phenoxy]-2,2-bis[[4-(bromomethyl)phenoxy]methyl]propoxy]benzene 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以15%的产率得到4,4'-Dimethyl-19,19'-spirobi[11,17,21,27-tetraoxahexacyclo[26.2.2.27,10.213,16.222,25.12,6]nonatriaconta-1(30),2(39),3,5,7(38),8,10(37),13(36),14,16(35),22,24,28,31,33-pentadecaene]
  参考文献：
  名称：

  The synthesis of spirophanes from a pentaerythrityl core

  摘要：

  Various thia- and oxa-spirobicyclic cyclophanes were synthesized from a pentaerythrityl building block and appropriate dithiols/bisphenols. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.085
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢溴酸 、 溶剂黄146 作用下， 生成 4.4''-Dihydroxy-5'-methyl-m-terphenyl
  参考文献：
  名称：

  Schneider; Keller, Chemische Berichte, 1941, vol. 74, p. 729,732, 744, 747

  摘要：

  DOI：

文献信息

• Synthesis of Azobenzenophanes with a Large Molecular Cavity
  作者：Perumal Rajakumar、Beeran Senthilkumar、Kannupal Srinivasan

  DOI：10.1071/ch05254

  日期：——

  The design and synthesis of four large-cavity azobenzenophanes, capable of forming photochemically controllable complexes with organic guest molecules, are described. These azobenzenophanes, possessing m-terphenyl, aromatic carbonyl, and chiral BINOL spacers, were synthesized from the corresponding bisphenols and dibromides using simple O-alkylation methodology. A preliminary photochemical study was carried out on the aromatic carbonyl spacer containing azobenzenophane, and the isosbestic points for the cis–trans isomerization process appeared at 319 and 419 nm.

  本文介绍了四种大腔偶氮苯并吡喃的设计与合成，它们能够与有机客体分子形成光化学可控复合物。这些偶氮苯甲烷具有间三联苯、芳香羰基和手性 BINOL 中间体，是用简单的 O- 烷基化方法从相应的双酚和二溴化物合成的。对含有偶氮苯并烯烃的芳香羰基间隔物进行了初步的光化学研究，发现顺反异构过程的等色点出现在 319 和 419 纳米波长处。
• METHOD OF MANUFACTURING 4,4"-DIHYDROXY-M-TERPHENYL
  申请人：Honshu Chemical Industry Co., Ltd.

  公开号：US20150158800A1

  公开（公告）日：2015-06-11

  To achieve the object of providing a new method of manufacturing 4,4″-dihydroxy-m-terphenyl, the present invention provides a method of manufacturing 4,4″-dihydroxy-m-terphenyl expressed by General Formula (4) below, characterized in that such method uses a 2-cyclohexene-1-one expressed by General Formula (1) below or 3-hydroxycyclohexane-1-one expressed by General Formula (2) below, and phenol expressed by General Formula (3) below as materials and implements Step (A), Step (B), and Step (C) below, in this order, or Step (D) and Step (C) below, in this order: (In the formulas, each R 2 independently represents an alkyl group, alkoxy group, aromatic hydrocarbon group, or halogen atom, while m independently indicates 0 or an integer of 1 to 4, where R 2 substitution does not occur in the third position when m is 1 or greater, and when m is 2 or greater, R 2 's may be identical or different, and R 2 substitution does not occur in two positions of the same carbon atom. In addition, R 2 and m in General Formula (1) may be identical to or different from R 2 and m in General Formula (2), respectively.) (In the formula, each R 1 independently represents an alkyl group, alkoxy group, aromatic hydrocarbon group, halogen atom, or hydroxyl group, while n indicates 0 or an integer of 1 to 4, where R 1 's may be identical or different when n is 2 or greater.) Step (A): Step to obtain a 1,1,3-trisphenol by causing the 2-cyclohexene-1-one or 3-hydroxycyclohexane-1-one and phenol to react with each other in the presence of a catalyst. Step (B): Step to obtain a bis(4-hydroxyphenyl)cyclohexene by causing the 1,1,3-trisphenol to undergo breakdown reaction. Step (C): Step to obtain a 4,4″-dihydroxy-m-terphenyl by dehydrogenating the bis(4-hydroxyphenyl)cyclohexene. Step (D): Step to obtain a bis(4-hydroxyphenyl)cyclohexene by causing the 2-cyclohexene-1-one or 3-hydroxycyclohexane-1-one and phenol to react with each other in the presence of a catalyst. (In the formula, each R 1 and n is independently the same as the corresponding items in General Formula (3), respectively, while R 2 and m are the same as the corresponding items in General Formula (1) or General Formula (2), respectively.)

  为了提供一种制造4,4″-二羟基-m-联苯的新方法，本发明提供了一种制造4,4″-二羟基-m-联苯的方法，其由下式（4）表示，其特征在于该方法使用下式（1）表示的2-环己烯-1-酮或下式（2）表示的3-羟基环己烷-1-酮以及下式（3）表示的苯酚作为原料，并按照以下顺序实施步骤（A）、（B）和（C），或按照以下顺序实施步骤（D）和（C）：（在公式中，每个R2独立表示烷基、烷氧基、芳香烃基或卤素原子，而m独立表示0或1至4的整数，在m为1或更大时不在第三位置发生R2取代，在m为2或更大时，R2可以相同或不同，并且在同一碳原子的两个位置不发生R2取代。此外，通式（1）中的R2和m可以与通式（2）中的R2和m分别相同或不同。）（在公式中，每个R1独立表示烷基、烷氧基、芳香烃基、卤素原子或羟基，而n表示0或1至4的整数，在n为2或更大时，R1可以相同或不同。）步骤（A）：在催化剂的存在下，使2-环己烯-1-酮或3-羟基环己烷-1-酮和苯酚相互反应以获得1,1,3-三酚。步骤（B）：使1,1,3-三酚发生分解反应以获得双（4-羟基苯基）环己烯。步骤（C）：通过脱氢反应获得4,4″-二羟基-m-联苯。步骤（D）：在催化剂的存在下，使2-环己烯-1-酮或3-羟基环己烷-1-酮和苯酚相互反应以获得双（4-羟基苯基）环己烯。（在公式中，每个R1和n分别独立于相应的通式（3）中的相应项，而R2和m与相应的通式（1）或通式（2）中的相应项相同。）
• METHOD FOR PRODUCING 4,4''-DIHYDROXY-M-TERPHENYLS
  申请人：Honshu Chemical Industry Co., Ltd.

  公开号：EP2851359B1

  公开（公告）日：2017-03-29
• US9102596B2
  申请人：——

  公开号：US9102596B2

  公开（公告）日：2015-08-11