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C2107

Sigma-Aldrich

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

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H16O4S
CAS Number:
3144-16-9
Molecular Weight:
232.30
Beilstein:
2809675
EC Number:
221-554-1
MDL number:
MFCD00064157
UNSPSC Code:
12352115
PubChem Substance ID:
24892465
NACRES:
NA.22

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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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
GHS05

Signal Word

Danger

Hazard Statements

H290,H314

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Helvetica Chimica Acta, 69, 1153-1153 (1986)
Heterocycles, 31, 353-353 (1990)
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)
Anjeeta Rani et al.
Scientific reports, 6, 23656-23656 (2016-03-31)
In adaptation biology of the discovery of the intracellular osmolytes, the osmolytes are found to play a central role in cellular homeostasis and stress response. A number of models using these molecules are now poised to address a wide range
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