282146

Sigma-Aldrich

(1R)-(−)-10-Camphorsulfonic acid

98%

Synonym(s):
(−)-Camphor-10-sulfonic acid, (1R)-(−)-Camphor-10-sulfonic acid, (1R)-Camphor-10-sulfonic acid
Empirical Formula (Hill Notation):
C10H16O4S
CAS Number:
Molecular Weight:
232.30
Beilstein/REAXYS Number:
2809676
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

optical activity

α20/D −21°, c = 2 in H2O

mp

198 °C (dec.) (lit.)

SMILES string

HC@12CCC@(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.

Packaging

25, 100 g in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

C

Risk Statement

34

Safety Statement

26-36/37/39-45

RIDADR

UN 3261 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
Bala Kishan Gorityala et al.
Bioorganic & medicinal chemistry letters, 19(11), 3093-3095 (2009-04-29)
A mild and efficient synthesis of pseudoglycosides has been developed using metal free (S)-camphorsulfonic acid. (S)-CSA acts as an excellent catalyst for conversion of 2,4,6-tri-O-acetyl-D-glucal to 2,3-unsaturated O-glycosides. A wide range of biologically active natural products, alcohols and thiols could...
Chen Liu et al.
Organic letters, 13(10), 2638-2641 (2011-04-23)
A novel ion pair catalyst containing a chiral counteranion can be readily derived by simply mixing cinchona alkaloid-derived diamine with chiral camphorsulfonic acid (CSA). A mixture of 9-amino(9-deoxy)epi-quinine 8 and (-)-CSA was found to be the best catalyst with matching...

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