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Benzenesulfonic acid

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CAS:98-11-3
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  • Benzenesulfonic Acid
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  • CAS:98-11-3
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  • Purity: 99%
  • Supply Ability: 9000kg/per week

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Benzenesulfonic acid Basic information
Product Name:Benzenesulfonic acid
Synonyms:17-120a;BL70;BENZENESULFONIC ACID 90% TECHNICAL GRADE;BENZENE SULFONIC ACID TECHNICAL GRADE;BENZOLSULFONSAEURE;BENZENESULFONIC ACID SOLUTION 70% IN WA;BENZENESULFONIC ACID, TECH., 90%;BENZENESULFONIC ACID SOLUTION 30-35%
CAS:98-11-3
MF:C6H6O3S
MW:158.18
EINECS:202-638-7
Product Categories:Intermediates of Dyes and Pigments;Organic AcidsOrganic Building Blocks;Chemical Synthesis;Organic Acids;Sulfonic/Sulfinic Acids;Sulfur Compounds;Synthetic Reagents
Mol File:98-11-3.mol
Benzenesulfonic acid Structure
Benzenesulfonic acid Chemical Properties
Melting point 30-60 °C
Boiling point 137℃
density 1.32
refractive index 1.5151 (estimate)
Fp >230 °F
storage temp. Store below +30°C.
solubility H2O: soluble0.1g/10 mL, clear, colorless
pka0.7(at 25℃)
form Damp Crystalline Solid or Fused Mass
color Yellow to light brown
PH2 (H2O, 20℃)(saturated solution)
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,1070
BRN 742513
Stability:Stable. Incompatible with strong oxidizing agents, bases, many organic compounds.
InChIKeySRSXLGNVWSONIS-UHFFFAOYSA-N
CAS DataBase Reference98-11-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenesulfonic acid(98-11-3)
EPA Substance Registry SystemBenzenesulfonic acid (98-11-3)
Safety Information
Hazard Codes C
Risk Statements 22-34
Safety Statements 26-36/37/39-45-36
RIDADR UN 2583 8/PG 2
WGK Germany 1
RTECS DB4200000
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29041000
Hazardous Substances Data98-11-3(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 1175 mg/kg
MSDS Information
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Benzenesulfonic acid English
SigmaAldrich English
ACROS English
ALFA English
Benzenesulfonic acid Usage And Synthesis
DescriptionBenzene 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.
Chemical Propertiesgreen solid
DefinitionChEBI: The simplest member of the class of a benzenesulfonic acids that consists of a benzene carrying a single sulfo group.
DefinitionA white crystalline acid made by sulfonation of benzene. Any further substitution onto the benzene ring is directed into the 3 position.
Definitionbenzenesulphonic acid: A colourlessdeliquescent solid, C6H5SO2OH,m.p. 43–44°C, usually found as anoily liquid. It is made by treating benzenewith concentrated sulphuricacid. Its alkyl derivatives are used asdetergents.
ApplicationThe alkali metal salt of benzene sulfonic acid was once widely used in the production of phenol :
C6H5SO3Na + 2 NaOH → C6H5ONa + Na2SO3
C6H5ONa + HCl → C6H5OH + NaCl
The process has been largely displaced by the Hock process, which generates less waste. Benzene sulfonic acid is mainly consumed by conversion to other specialty chemicals. A variety of pharmaceutical drugs are prepared as salts of benzene sulfonic acid and are known as besylates or besilates.
PreparationBenzene sulfonic acid is prepared from the sulfonation of benzene using concentrated sulfuric acid :
This conversion illustrates aromatic sulfonation, which has been called "one of the most important reactions in industrial organic chemistry.".
ReactionsBenzene sulfonic acid exhibits the reactions typical of other aromatic sulfonic acids, forming sulfonamides , sulfonyl chloride, and esters. The sulfonation is reversed above 220 °C. Dehydration with phosphorus pentoxide gives benzene sulfonic acid anhydride ((C6H5SO2)2O). Conversion to the corresponding benzene sulfonyl chloride (C6H5SO2Cl) is effected with phosphorus penta chloride. It is a strong acid, being dissociated in water.
Synthesis Reference(s)The Journal of Organic Chemistry, 61, p. 1530, 1996 DOI: 10.1021/jo9520710
Tetrahedron Letters, 19, p. 1211, 1978 DOI: 10.1016/S0040-4039(01)94501-0
General DescriptionDeliquescent needles or large plates.
Air & Water ReactionsSlightly soluble in water.
Reactivity ProfileBenzenesulfonic acid reacts with bases and many organic compounds.
Fire HazardFlash point data for Benzenesulfonic acid are not available, however Benzenesulfonic acid is probably combustible.
Safety ProfilePoison by ingestion, sbn contact, and probably inhalation. A severe skin and eye irritant. See also SULFATES and SULFONATES.
Purification MethodsPurify benzenesulfonic acid by dissolving it in a small volume of distilled H2O and stirring with slightly less than the theoretical amount of BaCO3. When effervescence is complete and the solution is still acidic, filter off the insoluble barium benzenesulfonate. The salt is collected and dried to constant weight in vacuo, then suspended in H2O and stirred with a little less than the equivalent (half mol.) of sulfuric acid. The insoluble BaSO4 (containing a little barium benzenesulfonate) is filtered off and the filtrate containing the free acid is evaporated in a high vacuum. The oily residue will eventually crystallise when completely anhydrous. A 32% commercial acid is allowed to fractionally crystallise at room temperature over P2O5 in a vacuum desiccator giving finally colourless deliquescent plates m 52.5o. The anhydrous crystalline acid is deliquescent and should be stored over anhydrous Na2SO4 in the dark and should be used in subdued sunlight as it darkens under sunlight. The main impurity is Fe which readily separates as the Fe salt in the early fractions [Taylor & Vincent J Chem Soc 3218 1952]. The S-benzylisothiuronium salt has m 148o (from EtOH/H2O). It is an IRRITANT to the skin and eyes. [See Adams & Marvel Org Synth Coll Vol I 84 1941, Michael & Adair Chem Ber 10 585 1877, Beilstein 11 IV 27.]
Tag:Benzenesulfonic acid(98-11-3) Related Product Information
5-AMINO-2-[2-[4-(BENZOYLAMINO)-2-SULFOPHENYL]ETHENYL]-BENZENESULFONIC ACID, DISODIUM SALT SCAVENGEPORE(R) BENZENESULFONIC ACID 4& 4,4,4,4-(Porphine-5,10,15,20-tetrayl)tetrakis(benzenesulfonic acid) tetrasodium salt dodecahydrate Benzenesulfonic acid, 3,3'-azobis[6-[2-(4-nitro-2-sulfophenyl)ethenyl]-, partially reduced Benzenesulfonic acid, hydroxymethyl-, reaction products with cresol, formaldehyde and urea 4-(DIAZONIUM)BENZENESULFONIC ACID, FLUOROBORATE S Sodium anthraquinone-2-sulfonate REACTIVE BLUE 4 ACID BLUE 41 ACID BLUE 25 ACID GREEN 27 (C.I. 61580) Acid Green 25 ACID VIOLET 34 REACTIVE BLACK 5 ACID BLUE 40 Ascoric Acid Ethyl 2-(Chlorosulfonyl)acetate Amlodipine Besylate