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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.)

functional group

ketone
sulfonic acid

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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T. Shiraiwa et al.
Bulletin of the Chemical Society of Japan, 64, 3729-3729 (1991)
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.
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)
An efficient resolution of (?)-S-methyl-S-phenylsulfoximine with (+)-10-camphorsulfonic acid by the method of half-quantities.
Brandt J and Gais HJ.
Tetrahedron Asymmetry, 8(6), 909-912 (1997)
A. Lore et al.
Journal of Liquid Chromatography, 14, 2065-2065 (1991)

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