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147923 Sigma-Aldrich

Camphor-10-sulfonic acid (β)

98%

Synonym: CSA

  • CAS Number 5872-08-2

  • Empirical Formula (Hill Notation) C10H16O4S

  • Molecular Weight 232.30

  •  Beilstein/REAXYS Number 3205973

  •  EC Number 227-527-0

  •  MDL number MFCD00074827

  •  PubChem Substance ID 24848866

  •  NACRES NA.22

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Properties

Related Categories Acids, Acids & Bases, Chemical Synthesis, Dopants, Materials Science,
assay   98%
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

Description

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.

Packaging

100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3261 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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