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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:
Molecular Weight:
232.30
Beilstein:
2809676
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Danger

Hazard Statements

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

282146-25G:
282146-100G:
282146-VAR:
282146-BULK:


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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
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
[D-camphor-beta-sulfonic acid as an ion-pair reagent for the determination of biogenic amines and their metabolites in the rat brain by reverse phase high performance liquid chromatography].
X R Xu et al.
Zhongguo yao li xue bao = Acta pharmacologica Sinica, 8(2), 113-117 (1987-03-01)

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