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282146

Sigma-Aldrich

(1R)-(−)-10-Camphorsulfonic acid

98%

Synonym(s):

(−)-Camphor-10-sulfonic acid, (1R)-(−)-Camphor-10-sulfonic acid, (1R)-Camphor-10-sulfonic acid

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About This Item

Empirical Formula (Hill Notation):
C10H16O4S
CAS Number:
35963-20-3
Molecular Weight:
232.30
Beilstein:
2809676
EC Number:
252-817-9
MDL number:
MFCD00064158
UNSPSC Code:
12352106
PubChem Substance ID:
24857020
NACRES:
NA.22

Assay

98%

optical activity

[α]20/D −21°, c = 2 in H2O

mp

198 °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-/m0/s1

InChI key

MIOPJNTWMNEORI-XVKPBYJWSA-N

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General description

(1R)-(−)-10-Camphorsulfonic acid is an HPLC derivatization reagent for UV/Vis detection. It is mainly employed for the resolution of bases.

Application

(1R)-(−)-10-Camphorsulfonic acid may be used as a chiral building block for the synthesis of pentavalent organo-bismuth derivatives by enantioselective C-arylation. It may be used as a chiral monomer in the enantioselective sensing of chiral amino acids by potentiometric sensors based on optical active polyaniline films.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 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)

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Enantioselective sensing of chiral amino acids by potentiometric sensors based on optical active polyaniline films
Yin X, et al.
Biosensors And Bioelectronics, 21(11), 2184-2187 (2006)
Synthesis and reactivity of chiral pentavalent bismuth derivatives
Finet PJ and Fedorov YA
Russian Chemical Bulletin, 53(7), 1488-1495 (2004)
Katarzyna Jankowska et al.
Environmental research, 184, 109332-109332 (2020-03-11)
Novel electrospun poly(methyl methacrylate)/polyaniline electrospun fibres were produced, characterised, modified, and used as a support for laccase immobilisation by two methods: adsorption and covalent binding. Effective deposition of laccase by both methods was confirmed by FTIR and CLSM results. Nevertheless
Anne-Catherine Servais et al.
Electrophoresis, 25(16), 2701-2710 (2004-09-08)
The enantiomeric separation of a series of basic pharmaceuticals (beta-blockers, local anesthetics, sympathomimetics) has been investigated in nonaqueous capillary electrophoresis (NACE) systems using heptakis(2,3-di-O-methyl-6-O-sulfo)-beta-cyclodextrin (HDMS-beta-CD) in combination with potassium camphorsulfonate (camphorSO3-). For this purpose, a face-centered central composite design with
Kaoru Nobuoka et al.
Physical chemistry chemical physics : PCCP, 9(44), 5891-5896 (2007-11-09)
We directly observe the interaction between 1-butyl-3-methylimidazolium (bmim) or 1-butyl-2,3-dimethylimidazolium (bm(2)im) and the solute, ethyl acrylate (EA), which is the popular dienophile in the Diels-Alder reaction and an H-bonding acceptor, by using specially designed electrospray mass spectrometry. In imidazolium ionic
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