4-Hydroxy-2-methylbenzenesulfonic acid

Base Information

• Chemical Name: 4-Hydroxy-2-methylbenzenesulfonic acid
• CAS No.: 7134-05-6
• Molecular Formula: C7H8O4S
• Molecular Weight: 188.204
• European Community (EC) Number: 230-433-2
• UNII: J1X8X329NN
• DSSTox Substance ID: DTXSID40221535
• Nikkaji Number: J163.812B
• Wikidata: Q27281037
• Mol file: 7134-05-6.mol

Synonyms:4-hydroxy-2-methylbenzenesulfonic acid;7134-05-6;J1X8X329NN;o-Toluenesulfonic acid, 4-hydroxy-;Benzenesulfonic acid, 4-hydroxy-2-methyl-;5-Hydroxytoluene-2-sulphonic acid;m-Cresol-4-sulfonic acid;UNII-J1X8X329NN;SCHEMBL4074436;DTXSID40221535;METACRESOL-4-SULFONIC ACID;EINECS 230-433-2;4-HYDROXY-O-TOLUENESULFONIC ACID;2-methyl-4-hydroxy benzenesulphonic acid;Q27281037

Chemical Property of 4-Hydroxy-2-methylbenzenesulfonic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: -0.16±0.50(Predicted)
• Flash Point: °C
• PSA: 82.98000
• Density: 1.482g/cm³
• LogP: 2.02810
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 188.01432991
• Heavy Atom Count: 12
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxy-2-methylbenzenesulfonicAcidHydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)O)S(=O)(=O)O
• Uses: 4-Hydroxy-2-methylbenzenesulfonic Acid is derived from m-Cresol (C781915), which is one of the components that make up liquid rice hull smoke, and may contribute to its anti-inflammatory effects in mice.

Technology Process of 4-Hydroxy-2-methylbenzenesulfonic acid

There total 12 articles about 4-Hydroxy-2-methylbenzenesulfonic 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:

3-methyl-phenol (108-39-4) → 5-methyl-1-hydroxybenzene-4-sulfonic acid (7134-05-6)

Guidance literature:

With carbon disulfide; chlorosulfonic acid; at -15 - -10 ℃;

Reference yield:

3-methyl-phenol (108-39-4) → 5-methyl-1-hydroxybenzene-4-sulfonic acid (7134-05-6) + 2-hydroxy-4-methylbenzenesulfonic acid (22356-80-5)

Guidance literature:

With sulfur trioxide; In nitromethane; at 0 ℃; for 0.5h;

DOI:10.1002/recl.19881070606

Reference yield:

3-methyl-phenol (108-39-4) → 5-methyl-1-hydroxybenzene-4-sulfonic acid (7134-05-6) + 3-methylphenol-2-sulphonic acid (69103-65-7) + 2-hydroxy-4-methylbenzenesulfonic acid (22356-80-5) + 4-Hydroxy-2-methyl-benzene-1,3-disulfonic acid (99533-76-3)

Guidance literature:

With sulfuric acid; at 35 ℃; for 0.0833333h; Further byproducts given;

upstream raw materials:

3-methyl-phenol

3-methylphenol-2-sulphonic acid

sulfuric acid

carbon disulfide

Downstream raw materials:

5-methoxy-2-sulfo-benzoic acid

5-methoxysaccharin

3-methyl-2,4,6-trinitrophenol

5-hydroxy-4-nitro-toluene-2-sulfonic acid

Refernces

• 1、 Goossens, Hans D.,Lambrechts, Hans J. A.,Cerfontain, Hans,Wit, Peter de. "Sulfonation and sulfation in reactions of C-methylated phenols and anisoles with sulfur trioxide. 4-Substituted phenyl hydrogen sulfates: effective reagents for transsulfonation". . p. 426 - 430. Retrieved 2007/10/02.
• 2、 Cerfontain, Hans,Lambrechts, Hans J. A.,Schaasberg-Nienhuis, Zwaan R. H.,Coombes, Robert G.,Hadjigeorgiou, Panicos,Tucker, Geoffrey. "Aromatic Sulphonation. Part 91. The Sulphonation of Anisole, Phenol, Phenyl Methanesulphonate, Potassium Phenyl Sulphate, and a Series of Methyl-, Bromo-, and Chloro-substituted Anisoles and Phenols in Concentrated Aqueous Sulphuric Acid". . p. 659 - 668. Retrieved 2007/10/02.