4-羟基-4-甲基-联苯-3-羧酸 | 43029-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-羟基-4-甲基-联苯-3-羧酸
• 英文名称: 5-(4-tolyl)salicylic acid
• 英文别名: 2-hydroxy-5-(4-methylphenyl)benzoic Acid
• CAS: 43029-70-5
• 化学式: C₁₄H₁₂O₃
• mdl: MFCD00434467
• 分子量: 228.247
• InChiKey: JLOYUQAJKMNTAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  甲醇 、 4-羟基-4-甲基-联苯-3-羧酸 在 三氟化硼乙醚 作用下， 生成 2-hydroxy-7-methylbiphenylcarboxylic acid methyl ester
  参考文献：
  名称：

  Palladium-catalyzed biaryl-coupling reaction of arylboronic acids in water using hydrophilic phosphine ligands

  摘要：

  Hydrophilic phosphine ligands possessing a carbohydrate side-chain, such as N-(4-diphenylphosphinophenyl)methyl gluconamide (9), N-[4-(2'-dicyclohexylphosphinobiphenyl)phenylmethyl] gluconamide (10), and N-[4-(2'-di-t-butylphosphinobiphenyl)]phenylmethyl gluconamide (11), were newly synthesized to carry out palladium-catalyzed biaryl coupling of arylboronic acids in a single aqueous medium. The catalyst prepared in situ from Pd(OAc)(2) and 10 exhibited a higher efficiency than that of 9, 11, Ph2P(m-C6H4SO3Na) (TPPMS) or P(m-C6H4SO3Na)(3) (TPPTS) for representative aryl bromides, chlorides, or triflates. The catalyst prepared in situ from Pd(OAc)(2) (0.001 mol%) and 10 (0.002 mol%) achieved 96,000 TON in the reaction of p-tolylboronic acid with 4-bromoacetophenone in water. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00576-8
• 作为产物：
  描述：

  5-溴水杨酸 、 4-甲苯硼酸 在 potassium carbonate 作用下， 以 水 为溶剂， 反应 4.0h， 以95%的产率得到4-羟基-4-甲基-联苯-3-羧酸
  参考文献：
  名称：

  Green synthesis of biphenyl carboxylic acids via Suzuki–Miyaura cross-coupling catalyzed by a water-soluble fullerene-supported PdCl₂ nanocatalyst

  摘要：

  通过C60-TEGs/PdCl2纳米催化剂（C60-TEGs/PdCl2）在室温下，使用0.05 mol%催化剂和2当量K2CO3，通过溴苯甲酸与芳基硼酸的Suzuki–Miyaura交叉偶联，实现了各种取代联苯甲酸的绿色合成。在4小时内获得了90%以上的产率。

  DOI：

  10.1177/1747519819836505

文献信息

• A highly efficient catalyst of a nitrogen-based ligand for the Suzuki coupling reaction at room temperature under air in neat water
  作者：Shiwen Liu、Meiyun Lv、Daoan Xiao、Xiaogang Li、Xiuling Zhou、Mengping Guo

  DOI：10.1039/c3ob42517g

  日期：——

  Glycine is used to prepare an air-stable and water-soluble catalyst for the Suzuki–Miyaura reaction. In the presence of 0.1% [PdCl₂(NH₂CH₂COOH)₂], excellent catalytic activity is observed at room temperature under air in neat water.

  甘氨酸被用来制备一种空气稳定且水溶性的催化剂，用于Suzuki–Miyaura反应。在0.1% [PdCl₂(NH₂CH₂COOH)₂]存在下，在纯净水中，在室温下观察到优异的催化活性。
• ANION-EXCHANGE DISPLACEMENT CHROMATOGRAPHY PROCESS AND ANIONIC ORGANIC COMPOUNDS FOR USE AS DISPLACER COMPOUNDS IN ANION-EXCHANGE DISPLACEMENT CHROMATOGRAPHY PROCESS
  申请人：Little Charles

  公开号：US20070125712A1

  公开（公告）日：2007-06-07

  A displacement chromatography process, including: loading onto a stationary phase comprising an anion-exchange material a mixture comprising one or more component to be separated; displacing at least one of the one or more component from the stationary phase by applying to the stationary phase a mixture comprising an polyaromatic polyanionic displacer compound having a general formula Cen (Ar) w , in which Cen is a central bond or group, Ar is an aromatic nucleus, w=2 to the maximum number of sites one Cen, and Ar is substituted with a plurality of An − , in which each An − is independently defined as sulfonate, carboxylate, phosphonate, phosphate, sulfate; and Ar is further substituted with a plurality of G, in which G is defined as independently H, C 1 -C 6 alkyl, halogen, nitro, hydroxy, C 1 -C 6 alkoxy In addition, a group of polyaromatic polyanionic displacer compounds useful in the process is disclosed.

  一种位移层析过程，包括：将待分离的一个或多个组分的混合物加载到包含一种阴离子交换材料的静态相中；通过施加一种由聚芳香族聚阴离子位移剂化合物组成的混合物，其中该位移剂化合物具有通式Cen（Ar）w，其中Cen是中心键或基团，Ar是芳香族核，w为2到Cen上最大位点数，Ar被多个An-取代，其中每个An-独立定义为磺酸盐，羧酸盐，膦酸盐，磷酸盐，硫酸盐；并且Ar还被多个G取代，其中G被定义为独立的H，C1-C6烷基，卤素，硝基，羟基，C1-C6烷氧基。此外，还公开了一组在该过程中有用的聚芳香族聚阴离子位移剂化合物。
• POLYMERIZABLE COMPOUNDS AND THE USE THEREOF IN LIQUID-CRYSTAL DISPLAYS
  申请人：MERCK PATENT GMBH

  公开号：US20140375943A1

  公开（公告）日：2014-12-25

  The present invention relates to polymerizable compounds, to processes and intermediates for the preparation thereof, to liquid-crystal (LC) media comprising them, and to the use of the polymerizable compounds and LC media for optical, electro-optical and electronic purposes, in particular in LC displays, especially in LC displays of the PSA (“polymer sustained alignment”) type.

  本发明涉及可聚合化合物、其制备过程和中间体、包含它们的液晶（LC）介质，以及将可聚合化合物和LC介质用于光学、电光和电子目的的使用，特别是在LC显示器中，特别是在PSA（“聚合物持续定向”）类型的LC显示器中。
• Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography process
  申请人：Little Charles

  公开号：US08496835B2

  公开（公告）日：2013-07-30

  A displacement chromatography process, including: loading onto a stationary phase comprising an anion-exchange material a mixture comprising one or more components to be separated; and displacing at least one of the one or more components from the stationary phase by applying to the stationary phase a mixture comprising an polyaromatic polyanionic displacer compound having a general formula Cen(Ar)w, in which Cen is a central bond or group, Ar is an aromatic nucleus, w=2 to the maximum number of sites one Cen, and Ar is substituted with a plurality of An−, in which each An− is independently defined as sulfonate, carboxylate, phosphonate, phosphate, sulfate; and Ar is further substituted with a plurality of G, in which G is defined as independently H, C1-C6 alkyl, halogen, nitro, hydroxy, or C1-C6 alkoxy. In addition, a group of polyaromatic polyanionic displacer compounds useful in the process is disclosed.

  一种置换色谱过程，包括：将待分离的一个或多个组分混合物负载到含有阴离子交换材料的固定相上；并通过施加含有多芳香基多阴离子置换剂化合物的混合物到固定相上，从中至少置换出一个或多个组分。所述多芳香基多阴离子置换剂化合物具有通式Cen（Ar）w，其中Cen是中心键或基团，Ar是芳香核，w=2到Cen最大位点数，Ar被多个An−取代，其中每个An−独立定义为磺酸盐、羧酸盐、膦酸盐、磷酸盐、硫酸盐；并且Ar还被多个G取代，其中G被定义为独立的H、C1-C6烷基、卤素、硝基、羟基或C1-C6烷氧基。此外，还公开了一组在该过程中有用的多芳香基多阴离子置换剂化合物。
• Palladium charcoal-catalyzed, ligandless Suzuki reaction by using tetraarylborates in water
  作者：Gang Lu、Robert Franzén、Qian Zhang、Youjun Xu

  DOI：10.1016/j.tetlet.2005.04.022

  日期：2005.6

  In water and without using any ligand, palladium charcoal-catalyzed Suzuki coupling reaction of tetraarylborates with aryl bromides could be achieved in excellent yield. A concise mechanism consisting of four catalytic cycles is depicted in this paper. (c) 2005 Elsevier Ltd. All rights reserved.