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147923

Camphor-10-sulfonic acid (β)

98%

Synonym(s):

CSA

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About This Item

Empirical Formula (Hill Notation):
C10H16O4S
CAS Number:
5872-08-2
Molecular Weight:
232.30
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
24848866
EC Number:
227-527-0
Beilstein/REAXYS Number:
3205973
MDL number:
MFCD00074827
Assay:
98%
Form:
solid
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Quality Level

200

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

General description

Camphorsulfonic acid is a organosulphur compound.

Application

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

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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Certificates of Analysis (COA)

Lot/Batch Number
0000492860
0000492860
BCCN5564
0000459644
0000459643

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10?Camphorsulfonic Acid.
Leahy E M
e-EROS Encyclopedia of Reagents for Organic Synthesis. null
Activation of 6-endo over 5-exo hydroxy epoxide openings. Stereoselective and ring selective synthesis of tetrahydrofuran and tetrahydropyran systems.
Nicolaou K C, et al.
Journal of the American Chemical Society, 111(14), 5330-5334 (1989)
A total synthesis of (+)-pisiferol.
Tamai Y, et al.
Journal of the Chemical Society. Perkin Transactions 1, 1311-1315 (1986)
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Global Trade Item Number

SKUGTIN
147923-100G04061838793430
147923-500G04061838737731