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147923

Sigma-Aldrich

Camphor-10-sulfonic acid (β)

98%

Synonym(s):

CSA

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About This Item

Empirical Formula (Hill Notation):
C10H16O4S
CAS Number:
Molecular Weight:
232.30
Beilstein/REAXYS Number:
3205973
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

98%

form

solid

mp

203-206 °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-/m1/s1

InChI key

MIOPJNTWMNEORI-GMSGAONNSA-N

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This Item
2136021365374121
assay

98%

assay

≥98.0% (T)

assay

≥98.0% (T)

assay

98%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

solid

form

solid

form

-

form

-

mp

203-206 °C (dec.) (lit.)

mp

~200 °C (dec.) (lit.)

mp

-

mp

117-121 °C (lit.)

functional group

ketone

functional group

ketone, sulfonic acid

functional group

ketone, sulfonic acid

functional group

bromo, ketone, sulfonic acid

General description

Camphorsulfonic acid is a organosulphur compound.

Application

Camphor-10-sulfonic acid (β) (CSA) is extensively used as an acid catalyst.[1]
  • It can be used in a catalytic amount to protect hydroxyl groups as tetrahydropyranyl (THP) ethers using dihydropyran.[2]
  • It also catalyzes the protection of ketones as ketals.[3]
  • It is a useful catalyst for the intramolecular ring opening of epoxides.[4]
  • CSA can also be used to catalyze nucleophile-promoted alkyne-iminium cyclization in the total synthesis of pumiliotoxin A.[5]

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

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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Questions

  1. Does product 147923, Camphor-10-sulfonic acid (β), consist of a racemic mixture of R and S camphor-10-sulphonic acid?

    1 answer
    1. This is a racemic mixture.

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