4-[(羧甲基)硫代]苯甲酸 | 18619-34-6

• 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-[(羧甲基)硫代]苯甲酸
• 英文名称: 4-[(carboxymethyl)thio]benzoic acid
• 英文别名: 4-carboxymethylsulfanyl-benzoic acid；(S-Phenyl-thioglykolsaeure)-p-carbonsaeure；(4-Sulfhydryl-benzoesaeure)-S-essigsaeure；S-(4-Carboxy-phenyl)-thioglykolsaeure；4-Carboxymethylmercapto-benzoesaeure；p-Carboxy-phenyl-mercapto-essigsaeure；4-((Carboxymethyl)thio)benzoic acid；4-(carboxymethylsulfanyl)benzoic acid
• CAS: 18619-34-6
• 化学式: C₉H₈O₄S
• 分子量: 212.226
• InChiKey: ZKVIZDHFJPKQHV-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C(Solv: ethanol (64-17-5))
• 沸点：
  446.1±30.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  4-[(羧甲基)硫代]苯甲酸 在 氯化亚砜 、 aluminum (III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.33h， 生成 3-Oxo-1-benzothiophene-5-carboxylic acid
  参考文献：
  名称：

  Application of indoline dyes attached with strongly electron-withdrawing carboxylated indan-1,3-dione analogues linked with a hexylthiophene ring to dye-sensitized solar cells

  摘要：

  An indoline dye attached with a carboxylated indan-1,3-dione moiety linked with a hexylthiophene ring exhibited the highest conversion efficiency among six analogues and D205. This result comes from the bathochromic UV-vis absorption band, suitable energy levels, good stability for redox process, and sufficiently long excited-state lifetime. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.04.077
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium carbonate 作用下， 生成 4-[(羧甲基)硫代]苯甲酸
  参考文献：
  名称：

  Friedlaender; Chwala, Monatshefte fur Chemie, 1907, vol. 28, p. 279

  摘要：

  DOI：

文献信息

• The acid dissociation constants of substituted (phenylthio)acetic and (phenylseleno)acetic acids
  作者：L. D. Pettit、A. Royston、C. Sherrington、R. J. Whewell

  DOI：10.1039/j29680000588

  日期：——

  (phenylthio)acetic and (phenylseleno)acetic acids and their acid dissociation constants, measured at 20·0° and µ= 0·10M(KNO3), are reported. The constants are compared with those of the corresponding phenoxyacetic, β-phenylpropionic, and benzoic acids to give an indication of the abilities of Group VIB elements to transmit electronic effects of substituents in the phenyl rings to the dissociating protons

  据报道，制备了各种取代的（苯硫基）乙酸和（苯硒基）乙酸，其酸解离常数在20·0°和µ = 0·10 M（KNO 3）下测量。将该常数与相应的苯氧乙酸，β-苯基丙酸和苯甲酸的常数进行比较，以表明VI B族元素将苯环中取代基的电子效应传递至离解质子的能力。
• Ligands containing elements of Group VIB. Part I. The silver complexes of substituted phenylthioacetic acids
  作者：L. D. Pettit、A. Royston、R. J. Whewell

  DOI：10.1039/j19680002009

  日期：——

  The stability constants of the silver complexes of 21 substituted phenylthioacetic acids (HL) of general formula R·C6H4·S·CH2·CO2H have been measured, using a silver–silver chloride indicator electrode with a mercurous sulphate reference electrode, at 20·0° in a sodium acetate–acetic acid buffer solution (µ= 0·10M). Stability constants for the complex species AgL, AgHL+(µ= 0·20M), and AgL2– are calculated

  使用带有硫酸亚汞基准的银-氯化银指示电极，测量了通式为R·C 6 H 4 ·S·CH 2 ·CO 2 H的21个通式R·C 6 H 4 ·S·CH 2 ·CO 2 H的银配合物的稳定常数。电极，在乙酸钠-乙酸缓冲溶液（μ = 0·10 M）中，在20·0°时。计算了复合物AgL，AgHL +（µ = 0·20M）和AgL 2 –的稳定性常数，并且这些值通过取代基的Hammettσ值彼此相关。当取代基为o -SCH时，表明发生螯合3，并用p- SCH 3聚合。
• Ligands containing elements of Group VIB. Part IV. Thermodynamics of proton ionization and silver complex formation of substituted phenoxyacetic, (phenylthio)acetic, and (phenylseleno)acetic acids
  作者：D. Barnes、P. G. Laye、L. D. Pettit

  DOI：10.1039/j19690002073

  日期：——

  (phenylseleno)acetic acids have been measured with a differential reaction calorimeter using a quartz thermometer. Changes in acidity have been shown to be dependent on enthalpy changes, entropy changes remaining approximately constant. Thermodynamic constants for the formation of silver complexes of the acids, together with those of a number of substituted (phenylthio) acetic and (phenylseleno) acetic acids, have

  苯氧基乙酸，（苯硫基）乙酸和（苯基硒代）乙酸的质子电离热已使用石英温度计通过差示反应量热计进行了测量。已经证明酸度的变化取决于焓的变化，熵的变化大致保持恒定。通过测量0–40°范围内的形成常数，可以计算出形成酸的银络合物以及许多取代的（苯硫基）乙酸和（苯基硒代）乙酸的银络合物的热力学常数。稳定性顺序Se> S O已被证明是由于更有利的焓变化所致，而熵的变化则与复合物的形成相反。
• Metallation reactions. Part 35: A change of the regiochemistry in the metallation of (alkylthio)arenes
  作者：Maria G Cabiddu、Salvatore Cabiddu、Enzo Cadoni、Stefania De Montis、Claudia Fattuoni、Stefana Melis

  DOI：10.1016/j.tet.2004.02.069

  日期：2004.4

  The metallation reaction of bromo(alkylthio)benzenes is described. The results show the complementarity of these reactions with the metal–hydrogen exchange reaction. In fact, monometallation of bromo(methylthio)benzenes afforded products substituted in para or meta or ortho to the thioethereal function while bimetallation led to αS,para, αS,meta and αS,ortho disubstituted products. Analogously, the

  描述了溴（烷硫基）苯的金属化反应。结果表明，这些反应与金属-氢交换反应具有互补性。事实上，溴（甲硫基）苯的单金属，得到的产品在取代的对位或间位或邻位的硫醚性功能的同时bimetallation导致αS，对位，αS，间位和αS，邻位二取代的产物。类似地，4-溴-（异丙硫基）苯的单金属化得到对-单取代和邻，对-二取代的产物。
• [EN] PLEUROMUTILIN DERIVATIVES, PROCESS FOR THEIR PREPARATION AND USES THEREOF<br/>[FR] DERIVES DE PLEUROMUTILINE, LEUR METHODE DE PREPARATION ET LEURS UTILISATIONS
  申请人：GLAXO GROUP LTD

  公开号：WO2004089886A1

  公开（公告）日：2004-10-21

  Pleuromutilin compounds of the formula (IA), (IB) are of use in antibacterial therapy.

  公式（IA），（IB）的Pleuromutilin化合物可用于抗菌治疗。