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C2107

Sigma-Aldrich

(1S)-(+)-10-Camphorsulfonic acid

99%

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Synonym(s):
(+)-Camphor-10-sulfonic acid (β), (1S)-Camphor-10-sulfonic acid
Empirical Formula (Hill Notation):
C10H16O4S
CAS Number:
Molecular Weight:
232.30
Beilstein/REAXYS Number:
2809675
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

crystals

optical activity

[α]20/D +19.9°, c = 2 in H2O

mp

196-200 °C (dec.) (lit.)

SMILES string

CC1(C)[C@@H]2CC[C@@]1(CS(O)(=O)=O)C(=O)C2

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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1 of 4

This Item
21360213658.22311
vibrant-m

C2107

(1S)-(+)-10-Camphorsulfonic acid

vibrant-m

21360

(+)-Camphor-10-sulfonic acid

vibrant-m

21365

(−)-Camphor-10-sulfonic acid

vibrant-m

8.22311

(1S)-(+)-Camphor-10-sulfonic acid

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

crystals

form

solid

form

-

form

powder

mp

196-200 °C (dec.) (lit.)

mp

~200 °C (dec.) (lit.)

mp

-

mp

195 °C (decomposes)

optical activity

[α]20/D +19.9°, c = 2 in H2O

optical activity

[α]20/D +21.5±1°, c = 10% in H2O

optical activity

[α]20/D −21.5±1°, c = 10% in H2O

optical activity

-

Application

(1S)-(+)-10-Camphorsulfonic acid may be used as a starting material to synthesize 10-iodocamphor. It may also be used as a dopant to induce chirality in the conduction band of polyaniline. (±)-S-methyl-S-phenylsulfoximine can be resolved using it as a chiral resolving agent to form the (-)-form in high enantiomeric purity.
Used as a resolving agent, as a catalyst for coupling dipeptides.

pictograms

Corrosion

signalword

Danger

Hazard Classifications

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

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Heterocycles, 31, 353-353 (1990)
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Large induced optical activity in the conduction band of polyaniline doped with (1S)-(+)-10-camphorsulfonic acid.
Havinga EE, et al.
Synt. Metals, 66(1), 93-97 (1994)
Norma J Greenfield
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