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12635

Sigma-Aldrich

Benzenesulfonic acid

98.0% (T)

Synonym(s):

Phenylsulfonic acid

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About This Item

Linear Formula:
C6H5SO3H
CAS Number:
Molecular Weight:
158.18
Beilstein:
742513
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98.0% (T)

form

solid

impurities

≤1.0% water

SMILES string

OS(=O)(=O)c1ccccc1

InChI

1S/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9)

InChI key

SRSXLGNVWSONIS-UHFFFAOYSA-N

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General description

Benzenesulfonic acid (BSA), also known as phenylsulfonic acid, is the simplest aromatic sulfonic acid. It is also used as a catalyst for Michael′s reactions and in the oxidative alkenylation process.

Application

Benzenesulfonic acid is an aryl sulfonic acid that can be used:
  • As an oxidizing agent in the synthesis of Fe(III) benzenesulfonate.
  • As a catalyst during the vapor-phase nitration of benzene.
  • As a reagent in the synthesis of organic salts.
  • To form an organic salt with 5,7-dimethyl-1,8-naphthyridine-2-amine, that can be a synthon for developing supramolecular structures.
  • As a dopant for the polymerization of pyrrole to form poly(pyrrole), a conducting polymer useful in the development of flexible capacitors.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Durable Flexible Supercapacitors Utilizing the Multifunctional Role of Ionic Liquids.
Lorenzo M
Energy Technology, 6(1), 196-204 (2018)
Supramolecular salts of 5, 7-dimethyl-1, 8-naphthyridine-2-amine and acids through classical H-Bonds and other intermolecular interactions.
Dong L
Journal of Molecular Structure, 1153, 311-323 (2018)
Vapor-phase nitration of benzene over silica-supported benzenesulfonic acid catalyst
Eiichi S,et al.
Chemistry Letters (Jpn), 16, 2273-2274 (1987)
Vapour phase polymerisation of pyrrole induced by iron (III) alkylbenzenesulfonate salt oxidising agents
Priya S,et al.
Synthetic Metals, 158, 704-711 (2008)
David Scholz et al.
ChemSusChem, 11(13), 2189-2201 (2018-05-08)
The deactivation pathways of sulfonated carbon catalysts prepared from different carbons were studied during the aqueous-phase hydrolysis of cellobiose under continuous-flow conditions. The sulfonation of carbon materials with a low degree of graphitization introduced sulfonic acid groups that are partially

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