3-Mercaptobenzoic acid

Base Information

• Chemical Name: 3-Mercaptobenzoic acid
• CAS No.: 4869-59-4
• Molecular Formula: C7H6O2S
• Molecular Weight: 154.189
• Hs Code.: 29309090
• NSC Number: 32021
• DSSTox Substance ID: DTXSID80197583
• Nikkaji Number: J402.359E
• Wikidata: Q18472709
• ChEMBL ID: CHEMBL291888
• Mol file: 4869-59-4.mol

Synonyms:3-Mercaptobenzoic acid;4869-59-4;3-sulfanylbenzoic acid;Benzoic acid, 3-mercapto-;3-MercaptobenzoicAcid;3-Mercapto-benzoic acid;3-Sulfanylbenzenecarboxylic acid;m-mercaptobenzoic acid;NSC 32021;CHEMBL291888;MFCD00238636;3-Mercapto Benzoic Acid;3-carboxythiophenol;NSC32021;SCHEMBL40364;3-Mercaptobenzoic acid, 95%;DTXSID80197583;BBL100427;BDBM50311533;NSC-32021;STL554221;AKOS005067426;AC-7494;CS-W016271;NA-0707;FT-0615952;M2221;EN300-77911;J-512740;Z1201630948

Chemical Property of 3-Mercaptobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000113mmHg at 25°C
• Melting Point: 144-147 °C(lit.)
• Boiling Point: 322.7 °C at 760 mmHg
• PKA: 3.95±0.10(Predicted)
• Flash Point: 149 °C
• PSA: 76.10000
• Density: 1.345 g/cm³
• LogP: 1.67350
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: soluble in Ether,Alcohol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.00885060
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

3-Mercaptobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41-36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)S)C(=O)O
• Uses: An aromatic thiol compound reducing agent hair cosmetic

Technology Process of 3-Mercaptobenzoic acid

There total 19 articles about 3-Mercaptobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

3-Iodobenzoic acid (618-51-9) → 3-mercapto benzoic acid (4869-59-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide; In water; dimethyl sulfoxide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201400941

Reference yield: 94.0%

→ 3-mercapto benzoic acid (4869-59-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide; In water; dimethyl sulfoxide; at 90 ℃; for 20h; Inert atmosphere;

Reference yield: 92.0%

3-Carboxybenzenesulfonyl chloride (4025-64-3) → 3-mercapto benzoic acid (4869-59-4)

Guidance literature:

3-Carboxybenzenesulfonyl chloride; With phosphorus; iodine; In acetic acid; at 100 - 110 ℃; for 0.5h;

With water; for 1.66667h; Heating / reflux;

upstream raw materials:

pyridine

3,3'-dithiobis-benzoic acid

3-Carboxybenzenesulfonyl chloride

3-p-tolyldisulfanyl-benzoic acid

Downstream raw materials:

ethyl 3-mercaptobenzoate

3-(α'-oxo-bibenzyl-α-ylmercapto)-benzoic acid

3,3'-dithiobis-benzoic acid

3-(acetylthio)benzoic acid

Refernces

• 1、 Xue, Hongyu,Jing, Bing,Liu, Shasha,Chae, Junghyun,Liu, Yajun. "Copper-Catalyzed Direct Synthesis of Aryl Thiols from Aryl Iodides Using Sodium Sulfide Aided by Catalytic 1,2-Ethanedithiol". . p. 2272 - 2276. Retrieved 2017/10/06.
• 2、 Lo, Wayne,Zhang, Ping,Ling, Chang-Chun,Huang, Shaw,Holm. "Formation, spectroscopic characterization, and solution stability of an [Fe4S4]2+ cluster derived from β-cyclodextrin dithiolate". . p. 9883 - 9892. Retrieved 2012/11/13.