C2107

Sigma-Aldrich

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

99%

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%

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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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.

Packaging

5, 100, 500 g in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2585PSN2 8 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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)
Heterocycles, 31, 353-353 (1990)
Helvetica Chimica Acta, 69, 1153-1153 (1986)
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)
1, 3-Diamine-Derived Bifunctional Organocatalyst Prepared from Camphor.
Ricko S, et al.
Advanced Synthesis & Catalysis, 358(23), 3786-3796 (2016)

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