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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/REAXYS Number:
2809676
EC Number:
252-817-9
MDL number:
MFCD00064158
UNSPSC Code:
12352106
PubChem Substance ID:
24857020
NACRES:
NA.22

Quality Level

100

assay

98%

optical activity

[α]20/D −21°, c = 2 in H2O

mp

198 °C (dec.) (lit.)

functional group

ketone
sulfonic acid

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

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
STBK3597
STBK2714
STBJ7569
STBJ6815
STBJ5929

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

Sigma-Aldrich

05-1251

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

(+)-(2R, 8aS)-10-(Camphorylsulfonyl) Oxaziridine.
Towson JC, et al
Organic Syntheses, 158-158 (1993)
Synthesis and reactivity of chiral pentavalent bismuth derivatives
Finet PJ and Fedorov YA
Russian Chemical Bulletin, 53(7), 1488-1495 (2004)
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
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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