Phenylmethanesulfonic acid

Base Information

• Chemical Name: Phenylmethanesulfonic acid
• CAS No.: 100-87-8
• Molecular Formula: C7H8 O3 S
• Molecular Weight: 172.205
• Hs Code.: 2904100000
• European Community (EC) Number: 202-897-6,853-857-5
• UNII: 5BRP81V98H
• DSSTox Substance ID: DTXSID2059221
• Nikkaji Number: J182.139C
• Wikidata: Q27261795
• Metabolomics Workbench ID: 147824
• ChEMBL ID: CHEMBL1171433
• Mol file: 100-87-8.mol

Synonyms:benzylsulfonic acid;phenylmethanesulfonic acid;phenylmethanesulfonic acid, sodium salt

Chemical Property of Phenylmethanesulfonic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 1.44±0.50(Predicted)
• Flash Point: °C
• PSA: 62.75000
• Density: 1.385g/cm³
• LogP: 2.15520
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 172.01941529
• Heavy Atom Count: 11
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

PHENYLMETHANESULFONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC=C(C=C1)CS(=O)(=O)O

Technology Process of Phenylmethanesulfonic acid

There total 38 articles about Phenylmethanesulfonic 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: 93.0%

phenylmethanethiol (100-53-8) → Benzylsulfonic acid (100-87-8)

Guidance literature:

With dihydrogen peroxide; methyltrioxorhenium(VII); In acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2008.03.068

Reference yield: 93.0%

dibenzyl disulphide (150-60-7) → Benzylsulfonic acid (100-87-8)

Guidance literature:

With dihydrogen peroxide; trichlorophosphate; In water; at 80 ℃; for 1h; Micellar solution;

DOI:10.1055/s-0031-1289628

Reference yield: 92.0%

2(S)-phenylmethanesulphonylamino-3-(4-phenylmethanesulphonyloxy-phenyl)-propionic acid methyl ester (669057-03-8) → 3-(4-hydroxy-phenyl)-2(S)-phenylmethanesulphonylamino-propionic acid (1030617-37-8) + Benzylsulfonic acid (100-87-8)

Guidance literature:

With potassium hydroxide; water; In methanol; at 60 ℃; for 6h;

upstream raw materials:

peracetic acid

dibenzyl disulphide

benzyldimethylphenylammonium chloride

benzyl chloride

Downstream raw materials:

(4-nitrophenyl)-methanesulfonic acid

(2-nitro-phenyl)-methanesulfonic acid

benzaldehyde

(3-nitrophenyl)methanesulfonic acid

Refernces

• 1、 McCaskie et al.. "". . p. 3048. Retrieved 1973.
• 2、 Ballistreri, Francesco P.,Tomaselli, Gaetano A.,Toscano, Rosa M.. "Selective oxidation reactions of diaryl- and dialkyldisulfides to sulfonic acids by CH3ReO3/hydrogen peroxide". . p. 6231 - 6232. Retrieved 2009.
• 3、 Schmitke, Jennifer L.,Wescott, Charles R.,Klibanov, Alexander M.. "The mechanistic dissection of the plunge in enzymatic activity upon transition from water to anhydrous solvents". . p. 3360 - 3365. Retrieved 1996.
• 4、 Jariwala, Freneil B.,Wood, Ryan E.,Nishshanka, Upul,Attygalle, Athula B.. "Formation of the bisulfite anion (HSO3 -, m/z 81) upon collision-induced dissociation of anions derived from organic sulfonic acids". . p. 529 - 538. Retrieved 2012.
• 5、 Wallace et al.. "". . p. 888. Retrieved 1964.
• 6、 Kakaei, Saeed,Xu, Jiaxi. "Synthesis of (2-alkylthiothiazolin-5-yl)methyl dodecanoates via tandem radical reaction". . p. 5481 - 5490. Retrieved 2013/08/28.