Camphorsulfonic acid

Structural formula
General
Surname	Camphorsulfonic acid
other names	(7,7-Dimethyl-2-oxobicyclo [2.2.1] hept-1-yl) methanesulfonic acid ( IUPAC ) ; CSA; Camphor-10-sulfonic acid; Reychler's acid; 4,7,7-trimethyl-3-oxo-norbornane-2-sulfonic acid; 7,7'-Dimethylbicyclo [2.2.1] hept-2-one-10-methylene sulfonic acid;
Molecular formula	C 10 H 16 O 4 S
Brief description	beige solid with a strong odor
External identifiers / databases
EC number	227-527-0
ECHA InfoCard	100.025.024
PubChem	18462
ChemSpider	17438
Wikidata	Q414283
properties
Molar mass	232.3 g mol −1
Physical state	firmly
Melting point	203-206 ° C
solubility	soluble in water
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 314
	P: 260-280-301 + 330 + 331-303 + 361 + 353-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Camphorsulfonic acid , often abbreviated as CSA (from English Camphorsulfonic acid ), is an organosulfur compound and, like all sulfonic acids , a relatively strong acid . It is a colorless solid and soluble in many organic solvents . Camphor sulfonic acid is commercially available or can be prepared by sulfonating camphor with sulfuric acid in acetic anhydride as solvent.

Camphorsulfonic acid is used as an organic acid but also as an enantiomerically pure compound for the resolution of racemates of chiral amines and other basic compounds in the form of their salts. The 1S - (+) - camphor-10-sulfonic acid or its ammonium salt is used to calibrate some CD spectrometers .

Individual evidence

↑ ^a ^b ^c Entry on camphor-10-sulfonic acid in the GESTIS substance database of the IFA , accessed on January 21, 2020(JavaScript required) .
↑ ^a ^b data sheet camphorsulfonic acid from Sigma-Aldrich , accessed on July 11, 2011 ( PDF ).
^ Paul D. Bartlett, LH Knox: D, L-10-Camphorsulfonic Acid (Reychler's Acid) In: Organic Syntheses . 45, 1965, p. 12, doi : 10.15227 / orgsyn.045.0012 ; Coll. Vol. 5, 1973, p. 194 ( PDF ).
^ André B. Charette: 3-bromocamphor-8-sulfonic acid. In: Encyclopedia of Reagents for Organic Synthesis 2001, John Wiley & Sons. doi : 10.1002 / 047084289X.rb283
↑ DeLos F. DeTar: Suggested preliminary standards for calibration of optical rotatory dispersion and circular dichroism instruments . In: Analytical Chemistry . 41, No. 11, September 1969, pp. 1406-1408. ISSN 0003-2700 . doi : 10.1021 / ac60280a009 .
↑ G. Chi Chen & Jen Tsi Yang: Two-Point Calibration of Circular Dichrometer with d-10-Camphorsulfonic Acid . In: Analytical Letters . 10, No. 14, 1977, pp. 1195-1207. doi : 10.1080 / 00032717708067855 .

[GESTIS-1] Entry on camphor-10-sulfonic acid in the GESTIS substance database of the IFA , accessed on January 21, 2020(JavaScript required) .

[Sigma-2] ta sheet camphorsulfonic acid from Sigma-Aldrich , accessed on July 11, 2011 ( PDF ).

[3] Paul D. Bartlett, LH Knox: D, L-10-Camphorsulfonic Acid (Reychler's Acid) In: Organic Syntheses . 45, 1965, p. 12, doi : 10.15227 / orgsyn.045.0012 ; Coll. Vol. 5, 1973, p. 194 ( PDF ).

[4] André B. Charette: 3-bromocamphor-8-sulfonic acid. In: Encyclopedia of Reagents for Organic Synthesis 2001, John Wiley & Sons. doi : 10.1002 / 047084289X.rb283

[DeTar_1969-5] DeLos F. DeTar: Suggested preliminary standards for calibration of optical rotatory dispersion and circular dichroism instruments . In: Analytical Chemistry . 41, No. 11, September 1969, pp. 1406-1408. ISSN 0003-2700 . doi : 10.1021 / ac60280a009 .

[Chen&Yang1977-6] G. Chi Chen & Jen Tsi Yang: Two-Point Calibration of Circular Dichrometer with d-10-Camphorsulfonic Acid . In: Analytical Letters . 10, No. 14, 1977, pp. 1195-1207. doi : 10.1080 / 00032717708067855 .