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Merck
CN

282146

(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
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
252-817-9
Beilstein/REAXYS Number:
2809676
MDL number:
Assay:
98%
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InChI key

MIOPJNTWMNEORI-XVKPBYJWSA-N

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

SMILES string

[H][C@]12CC[C@](CS(O)(=O)=O)(C(=O)C1)C2(C)C

assay

98%

optical activity

[α]20/D −21°, c = 2 in H2O

mp

198 °C (dec.) (lit.)

functional group

ketone, sulfonic acid

Quality Level

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

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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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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.
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Organic letters, 12(10), 2278-2281 (2010-04-24)
The combination of 9-amino-9-deoxy-epi-cinchonine and (+)-CSA resulted in a novel primary amine-based organocatalyst for effective iminium activation of alpha,beta-unsaturated ketones. Such a catalytic system could catalyze the conjugate addition of nitroacetate to enones in a highly enantioselective manner, affording the

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