Skip to Content
Merck
All Photos(3)

Documents

147923

Sigma-Aldrich

Camphor-10-sulfonic acid (β)

98%

Synonym(s):

CSA

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

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

Quality Level

200

Assay

98%

form

solid

mp

203-206 °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-/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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Benzaldehyde dimethyl acetal ≥98%, FG

Sigma-Aldrich

W212806

Benzaldehyde dimethyl acetal

Enantioselective total synthesis of the pumiliotoxin a alkaloids via reductive iminium ion-alkyne cyclizations. Total synthesis of (+)-pumiliotoxin a.
Overman L E and Sharp M J
Tetrahedron Letters, 29(8), 901-904 (1988)
Conducting Polyaniline-Electrical Charge Transportation
Babu VJ, et al.
Materials Sciences and Applications, 4(1-10) (2013)
Chemistry of amphotericin B. Degradation studies and preparation of amphoteronolide B.
Nicolaou K C, et al.
Journal of the American Chemical Society, 110(14), 4660-4672 (1988)
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service