147923

Camphor-10-sulfonic acid (β)

98%

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

Properties

• 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

Description

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]

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• 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