Benzenesulfonic acid

Structural formula
General
Surname	Benzenesulfonic acid
other names	Benzene sulfonic acid ( IUPAC )
Molecular formula	C 6 H 6 O 3 S
Brief description	Dissolving colorless tablets
External identifiers / databases
CAS number 98-11-3 EC number 202-638-7 ECHA InfoCard 100.002.399 PubChem 7371 Wikidata Q421494
properties
Molar mass	158.18 g mol −1
Physical state	firmly
density	1.32 g cm −3 (47 ° C)
Melting point	44 ° C ( hydrate ) 51 ° C (anhydrous)
boiling point	171 ° C (at 0.13 hPa)
pK s value	0.7
solubility	soluble in water and ethanol , insoluble in non-polar solvents
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 302-314 P: 280-301 + 330 + 331-305 + 351 + 338-309 + 310
Toxicological data	1230 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Benzene sulfonic acid is a chemical compound from the group of sulfonic acids . Their salts are called benzenesulfonates, pharmaceuticals also called besilates .

Extraction and presentation

Benzenesulfonic, by sulfonation of benzene with fuming sulfuric acid (with varying amounts of sulfuric trioxide be won):

use

Benzene sulfonic acid serves as a catalyst in chemical reactions and as an intermediate product in the production of resorcinol (via m - benzene disulfonic acid ) and phenol (by alkali melt).

INN nomenclature

In the medical and pharmaceutical sector, the internationally recognized short form for the anion of benzenesulfonic acid (benzenesulfonate) according to the INN rules is “Besilat”. Such short forms are created for molecular components if their systematic designation is too long. The “modified INN” (INNm) is created by combining a short form with the INN of the active component of the drug. One example is the drug amlodipine besylate , derived from the nitrogenous base amlodipine .

Derivatives

Derivatives of benzenesulfonic acid are, for example, anisolesulfonic acids and toluenesulfonic acids .

Individual evidence

1. ↑ ^{a b c d e f} Entry on benzenesulfonic acid. In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.
2. ↑ ^{a b c d e} record with benzenesulfonic acid in the GESTIS database of IFA , retrieved on February 1, 2016(JavaScript required) .
3. ↑ Joachim Buddrus: Fundamentals of Organic Chemistry , 4th edition, Walter de Gruyter Verlag, Berlin 2011, ISBN 978-3-11-024894-4 , p. 377.
4. ↑ International Nonproprietary Names (INN) for pharmaceutical substances - Names for radicals, groups & others , WHO 2012.