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Benzenesulfonic acid information


Benzenesulfonic acid[1]
Skeletal formula of benzenesulfonic acid
Ball-and-stick model of the benzenesulfonic acid molecule
Names
Preferred IUPAC name
Benzenesulfonic acid[3]
Other names
Benzene sulphonic acid; Benzenesulphonic acid; Phenylsulfonic acid; Phenylsulphonic acid; Besylic acid[2]
Identifiers
CAS Number
  • 98-11-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:64455
ChEMBL
  • ChEMBL1422641
ChemSpider
  • 7093 checkY
ECHA InfoCard 100.002.399 Edit this at Wikidata
EC Number
  • 202-638-7
PubChem CID
  • 7371
RTECS number
  • DB4200000
UNII
  • 685928Z18A checkY
UN number 2583, 2585, 1803
CompTox Dashboard (EPA)
  • DTXSID9024568 Edit this at Wikidata
InChI
  • InChI=1S/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9) checkY
    Key: SRSXLGNVWSONIS-UHFFFAOYSA-N checkY
  • InChI=1/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9)
    Key: SRSXLGNVWSONIS-UHFFFAOYAJ
SMILES
  • OS(=O)(=O)c1ccccc1
Properties
Chemical formula
C6H6O3S
Molar mass 158.17 g·mol−1
Appearance Colorless crystalline solid
Density 1.32 g/cm3 (47 °C)
Melting point
  • 44 °C (hydrate)
  • 51 °C (anhydrous)
Boiling point 190 °C (374 °F; 463 K)
Solubility in water
Soluble
Solubility in other solvents Soluble in alcohol, insoluble in non-polar solvents
Acidity (pKa) −2.8[4]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Corrosive
GHS labelling:
Pictograms
GHS05: CorrosiveGHS07: Exclamation mark
Signal word
Danger
Hazard statements
H290, H302, H314, H315, H319, H335
Precautionary statements
P234, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P363, P390, P403+P233, P404, P405, P501
Flash point > 113 °C
Safety data sheet (SDS) External MSDS
Related compounds
Related sulfonic acids
Sulfanilic acid
p-Toluenesulfonic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Benzenesulfonic acid (conjugate base benzenesulfonate) is an organosulfur compound with the formula C6H6O3S. It is the simplest aromatic sulfonic acid. It forms white deliquescent sheet crystals or a white waxy solid that is soluble in water and ethanol, slightly soluble in benzene and insoluble in nonpolar solvents like diethyl ether. It is often stored in the form of alkali metal salts. Its aqueous solution is strongly acidic.

  1. ^ Benzenesulfonic acid [dead link], Sigma-Aldrich
  2. ^ Besylic acid, ChemIndustry
  3. ^ Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 789. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  4. ^ Guthrie, J. P. Hydrolysis of esters of oxy acids: pKa values for strong acids Can. J. Chem. 1978, 56, 2342-2354. doi:10.1139/v78-385

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Benzenesulfonic acid

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Benzenesulfonic acid (conjugate base benzenesulfonate) is an organosulfur compound with the formula C6H6O3S. It is the simplest aromatic sulfonic acid...

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Phenol

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and Kekule. The method involves the reaction of strong base with benzenesulfonic acid, proceeding by the reaction of hydroxide with sodium benzenesulfonate...

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Sulfonic acid

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fibers. Arylsulfonic acids are susceptible to hydrolysis, the reverse of the sulfonation reaction. Whereas benzenesulfonic acid hydrolyzes above 200 °C...

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Aromatic sulfonation

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sulfonic acids undergo desulfonation when heated in water: R−C6H4SO3H + H2O → R−C6H5 + H2SO4 When treated with strong base, benzenesulfonic acid derivatives...

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Sodium benzenesulfonate

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white, water-soluble solid, It is produced by the neutralization benzenesulfonic acid with sodium hydroxide. It is also a common ingredient in some detergents...

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Benzenesulfonyl chloride

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chlorination of benzenesulfonic acid or its salts with phosphorus oxychloride or, less commonly, by a reaction between benzene and chlorosulfuric acid. The Hinsberg...

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Acid

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Methanesulfonic acid (or mesylic acid, CH3SO3H) Ethanesulfonic acid (or esylic acid, CH3CH2SO3H) Benzenesulfonic acid (or besylic acid, C6H5SO3H) p-Toluenesulfonic...

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Diphenyl sulfone

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by the sulfonation of benzene with sulfuric acid and oleum. For typical processes, benzenesulfonic acid is an intermediate. It is also produced from...

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Electrophilic aromatic substitution

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as the electrophile. The sulfonation with fuming sulfuric acid gives benzenesulfonic acid. Aromatic halogenation with bromine, chlorine, or iodine gives...

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Functional group

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gamma-amine in gamma-aminobutyric acid is on the third carbon of the carbon chain attached to the carboxylic acid group. IUPAC conventions call for numeric...

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Guaiacolsulfonic acid

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Guaiacolsulfonic acid (also called sulfoguaiacolum) is an aromatic sulfonic acid used in medicine as an expectorant. Guaiacol Hydrocodone/potassium guaiacolsulfonate...

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Metanilic acid

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"3-AMINOBENZENESULFONIC ACID - C6H7NO3S - PubChem". NIH. "Metanilic acid - 121-47-1". "Metanilic acid". "METANILIC ACID (3-AMINO-BENZENESULFONIC ACID)". v t e...

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Sulfanilic acid

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Sulfanilic acid (4-aminobenzenesulfonic acid) is an organic compound with the formula H3NC6H4SO3. It is an off-white solid. It is a zwitterion, which...

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Triphenylphosphine

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("DIAD", or its diethyl analogue, DEAD) converts an alcohol and a carboxylic acid to an ester. DIAD is reduced as it serves as the hydrogen acceptor, and the...

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Sodium phenoxide

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Sodium phenoxide can also be produced by the "alkaline fusion" of benzenesulfonic acid, whereby the sulfonate groups are displaced by hydroxide: C6H5SO3Na...

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Fast Yellow AB

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IUPAC name 2-amino-5-[(E)-(4-sulfophenyl)diazenyl]benzenesulfonic acid Other names Fast Yellow Acid Yellow Food Yellow 2 C.I. 13015 Identifiers CAS Number...

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Pyrogallol

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Lloyd R. (1966-10-01). "Rearranged Products from the Reaction of Benzenesulfonic Acids with Caustic". The Journal of Organic Chemistry. 31 (10): 3289–3292...

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Cresidinesulfonic acid

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the United States imports from China, India, and Japan. PubChem. "Benzenesulfonic acid, 4-amino-5-methoxy-2-methyl-". pubchem.ncbi.nlm.nih.gov. Retrieved...

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Parent structure

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derivative of the parent phosphine. 3,3′,3′′-Phosphanetriyltris(benzenesulfonic acid) trisodium salt is a derivative of the parent phosphine. Hydride...

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Patent Blue V

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Patent Blue V, also called Food Blue 5, Sulphan Blue, Acid Blue 3, L-Blau 3, C-Blau 20, Patentblau V, Sky Blue, or C.I. 42051, is a sky blue synthetic...

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Sulfonyl halide

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{\ce {C6H5SO3H + HOSO2Cl -> C6H5SO2Cl + H2SO4}}} The intermediate benzenesulfonic acid can be chlorinated with thionyl chloride as well. Benzenesulfonyl...

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TPPTS

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3,3′,3′′-Phosphanetriyltris(benzenesulfonic acid) trisodium salt (abbreviated TPPTS), is an organic compound that is also known as sodium triphenylphosphine...

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Etamsylate

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and increased capillary permeability. Etamsylate is the salt of dobesilic acid and diethylamine. Prophylaxis and control of haemorrhages from small blood...

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Policresulen

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Policresulen is the polycondensation product of meta-cresolsulfonic acid and phenol. It is used as a topical hemostatic and antiseptic in infectious and...

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Phenylsulfinic acid

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but weaker than its corresponding sulfonic acid, benzenesulfonic acid (pKa = −6.5). Phenylsulfinic acid can be prepared in several ways, most easily...

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