147923

Camphor-10-sulfonsäure (β)

98%

• Synonym(e): CSA
• Empirische Formel (Hill-System): C₁₀H₁₆O₄S
• CAS-Nummer: 5872-08-2
• Molekulargewicht: 232.30
• Beilstein: 3205973
• EG-Nummer: 227-527-0
• MDL-Nummer: MFCD00074827
• UNSPSC-Code: 12352106
• PubChem Substanz-ID: 24848866
• NACRES: NA.22

Eigenschaften

• Assay: 98%
• Form: solid
• mp (Schmelzpunkt): 203-206 °C (dec.) (lit.)
• Funktionelle Gruppe: 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
• InChIKey: MIOPJNTWMNEORI-GMSGAONNSA-N

Beschreibung

Allgemeine Beschreibung

Camphorsulfonic acid is a organosulphur compound.

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS05
• Signalwort: Danger
• H-Sätze: H314
• P-Sätze: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Gefahreneinstufungen: Skin Corr. 1B
• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges