Benzenesulfonic Acid

Base Information

• Chemical Name: Benzenesulfonic Acid
• CAS No.: 98-11-3
• Deprecated CAS: 2089288-60-6
• Molecular Formula: C6H6O3S
• Molecular Weight: 158.178
• Hs Code.: Oral rat LD50: 890 ul/kg
• European Community (EC) Number: 202-638-7
• ICSC Number: 1626
• UN Number: 2583,2585,1803
• UNII: 685928Z18A
• DSSTox Substance ID: DTXSID9024568
• Nikkaji Number: J62.182J
• Wikipedia: Benzenesulfonic_acid
• Wikidata: Q421494
• NCI Thesaurus Code: C80891
• RXCUI: 993243
• Metabolomics Workbench ID: 63393
• ChEMBL ID: CHEMBL1422641
• Mol file: 98-11-3.mol

Synonyms:benzenesulfonate;benzenesulfonic acid;benzenesulfonic acid hexahydrate, zinc salt,;benzenesulfonic acid, ammonium salt;benzenesulfonic acid, calcium salt;benzenesulfonic acid, iron (+3) salt;benzenesulfonic acid, magnesium salt;benzenesulfonic acid, potassium salt;benzenesulfonic acid, sodium salt;benzenesulfonic acid, zinc salt;sodium benzenesulfonate;sodium benzenesulphonate

Chemical Property of Benzenesulfonic Acid

Chemical Property:

• Appearance/Colour: green solid
• Vapor Pressure: 3.07E-08mmHg at 25°C
• Melting Point: 30-60 °C
• Refractive Index: 1.5151 (estimate)
• Boiling Point: 137℃
• PKA: 0.7(at 25℃)
• Flash Point: >230°F
• PSA: 62.75000
• Density: 1.409 g/cm³
• LogP: 2.01410
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: H2O: soluble0.1g/10 mL, clear, colorless
• Water Solubility.: soluble
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.00376522
• Heavy Atom Count: 10
• Complexity: 184
• Transport DOT Label: Corrosive

Purity/Quality:

≥98%, ^*data from raw suppliers

PhenylsulfonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzenesulfonic Acid Derivatives
• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)O
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly on spraying.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion.
• Description: Benzene sulfonic acid is an organo sulfur compound with the formula C6H5SO3H. It is the simplest aromatic sulfonic acid. It forms colorless deliquescent sheet crystals or a white waxy solid that is soluble in water and ethanol, slightly soluble in benzene and insoluble in carbon disulfide and diethyl ether. It is often stored in the form of alkali metal salts. Its aqueous solution is strongly acidic.
• Uses: Benzenesulfonic acid is mainly consumed by conversion to other specialty chemicals. A variety of pharmaceutical drugs are prepared as salts of benzenesulfonic acid and are known as besylates or besilates. The alkali metal salt of benzenesulfonic acid was once widely used in the production of phenol. It acts as an acid catalyst for direct esterification of amino acids and peptides. Benzenesulfonic acid is an aryl sulfonic acid that can be used to form an organic salt with 5,7-dimethyl-1,8-naphthyridine-2-amine, that can be a synthon for developing supramolecular structures. It can also act as a dopant for the polymerization of pyrrole to form poly(pyrrole), a conducting polymer useful in the development of flexible capacitors.

Technology Process of Benzenesulfonic Acid

There total 344 articles about Benzenesulfonic 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: 30.0%

benzenesulfonyl chloride (98-09-9) + m-Hydroxyaniline (591-27-5) → 3-Aminophenyl-benzolsulfonat (26408-93-5) + 1-Benzolsulfamino-3-benzolsulfoxy-benzol (75383-59-4) + N-(3-hydroxyphenyl)-p-toluenesulfonylamide (59149-19-8) + benzenesulfonic acid (98-11-3)

Guidance literature:

With sodium hydroxide; sodium carbonate; In water; at 35 - 40 ℃; Product distribution; other solvents, other catalysts;

DOI:10.1055/s-1980-29131

Reference yield: 11.0%

Benzolpyrosulfonsaeure-trimethylsilylester (81293-11-0) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → diphenyl sulphone (127-63-9) + trimethylsilyl benzenesulfonate (17882-06-3) + Bis(trimethylsilyl)sulfat + benzenesulfonic acid (98-11-3)

Guidance literature:

at 80 ℃; for 3h;

Reference yield:

N-methyl-N-nitro-benzenesulfonamide (59263-03-5) → methanol (67-56-1) + methyl(phenylsulfonyl)amide (5183-78-8) + benzenesulfonic acid (98-11-3)

Guidance literature:

With sulfuric acid; In water; at 25 ℃; Rate constant; Dependence of the decomposition rate on concentration of H₂SO₄;

upstream raw materials:

methanol

4-diazobenzenesulfonic acid

m-sulfanilic acid diazonium salt

tetrachloromethane

Downstream raw materials:

terpineol

pyridinium para-toluene sulfonate

3-Vinylquinuclidine

(E)-3-ethylidenequinuclidine

Refernces

• 1、 Hochstetter. "-". . p. 549. Retrieved 1898.
• 2、 Goljani, Hamed,Nematollahi, Davood,Sepehrmansourie, Hassan,Tavakkoli, Zahra,Zolfigol, Mohammad Ali. "New insight into the electrochemical reduction of different aryldiazonium salts in aqueous solutions". . p. 25811 - 25815. Retrieved 2021/08/09.
• 3、 Zhang, Hui,Wang, Ming,Jiang, Xuefeng. "Sustainable access to sulfonic acids from halides and thiourea dioxide with air". supporting information. p. 8238 - 8242. Retrieved 2020/12/29.