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21360

Sigma-Aldrich

(+)-Camphor-10-sulfonic acid

purum, ≥98.0% (T)

Synonym(s):

(+)-β-Camphorsulfonic acid, (1S)-(+)-Camphor-10-sulfonic acid

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About This Item

Empirical Formula (Hill Notation):
C10H16O4S
CAS Number:
Molecular Weight:
232.30
Beilstein:
2809675
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥98.0% (T)

form

solid

optical activity

[α]20/D +21.5±1°, c = 10% in H2O

mp

~200 °C (dec.) (lit.)

SMILES string

[H][C@@]12CC[C@@](CS(O)(=O)=O)(C(=O)C1)C2(C)C

InChI

1S/C10H16O4S/c1-9(2)7-3-4-10(9,8(11)5-7)6-15(12,13)14/h7H,3-6H2,1-2H3,(H,12,13,14)/t7-,10-/m1/s1

InChI key

MIOPJNTWMNEORI-GMSGAONNSA-N

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Application

(+)-Camphor-10-sulfonic acid may be used as a starting material to synthesize 10-iodocamphor. (±)-S-methyl-S-phenylsulfoximine can be resolved using it as a chiral resolving agent to form the (-)-form in high enantiomeric purity. Polyaniline (PAni) doped with (+)-camphor-10-sulfonic acid forms electrically conductive polymer nanofibers, which are excellent ammonia gas sensors.

Other Notes

Reagent used for the resolution of bases; use as mobile phase additive for LC separations; Reagent used for crystallization-induced asymmetric transformations

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A. Lore et al.
Journal of Liquid Chromatography, 14, 2065-2065 (1991)
P.J. Reider et al.
The Journal of Organic Chemistry, 52, 955-955 (1987)
T. Shiraiwa et al.
Bulletin of the Chemical Society of Japan, 64, 3729-3729 (1991)
Electrospun polyaniline fibers as highly sensitive room temperature chemiresistive sensors for ammonia and nitrogen dioxide gases.
Zhang Y, et al.
Advances in Functional Materials, 24(25), 4005-4014 (2014)
C Pettersson et al.
Journal of chromatography, 204, 179-183 (1981-01-16)
A high-performance liquid chromatographic method for the separation of optical isomers (enantiomers) of amines is described. It is based on ion-pair chromatography with a chiral counter ion in a system with an organic mobile phase and an adsorbing stationary phase.

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