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(+/-)-Camphor-10-sulfonic acid, 98%
(+/-)-Camphor-10-sulfonic acid, 98%
(+/-)-Camphor-10-sulfonic acid, 98%
Thermo Scientific Chemicals

(+/-)-Camphor-10-sulfonic acid, 98%

CAS: 5872-08-2 | C10H16O4S | 232.29 g/mol
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Catalog number A12620.36
also known as A12620-36
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167.65
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Quantity:
500 g
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Price (USD)
167.65
Online Exclusive
186.00
Save 18.35 (10%)
Each
Chemical Identifiers
CAS5872-08-2
IUPAC Name{7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl}methanesulfonic acid
Molecular FormulaC10H16O4S
InChI KeyMIOPJNTWMNEORI-UHFFFAOYNA-N
SMILESCC1(C)C2CCC1(CS(O)(=O)=O)C(=O)C2
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SpecificationsSpecification SheetSpecification Sheet
FormCrystals or powder or crystalline powder or lumps
Water Content (Karl Fischer Titration)≤1.5%
Appearance (Color)White to cream
Assay (Aqueous acid-base Titration)≥97.5 to ≤102.5%
(+)-Camphor-10-sulfonic acid is used as a resolving agent for chiral amines and other cations. It is involved in the preparation of active pharmaceutical ingredient such as trimetaphan camsilate, which is used to reduce bleeding during neurosurgery. Further, it is involved in the transglucosidation of methyl and ethyl D-glucopyranosides by alcoholysis.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(+)-Camphor-10-sulfonic acid is used as a resolving agent for chiral amines and other cations. It is involved in the preparation of active pharmaceutical ingredient such as trimetaphan camsilate, which is used to reduce bleeding during neurosurgery. Further, it is involved in the transglucosidation of methyl and ethyl D-glucopyranosides by alcoholysis.

Solubility
Soluble in water.

Notes
Hygroscopic. Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only

General References:

  1. Useful acid catalyst, giving high yields in the formation of THP ethers from alcohols; see, e.g.: J. Chem. Soc., Chem. Commun., 413 (1986); Org. Synth., 76, 178 (1998). Catalyst for cycloprotection of 1,2-diols with 1,2-Cyclohexanedione, A14401: Synlett, 793 (1996); Org. Synth., 75, 170 (1997). Preferred catalyst for the intramolecular cyclization of hydroxy epoxides to tetrahydrofurans or tetrahydropyrans: J. Am. Chem. Soc., 111, 5330 (1989).
  2. Chandam, D. R.; Mulik, A. G.; Patil, P. P.; Jagdale, S. D.; Patil, D. R.; Deshmukh, M. B. (±)-Camphor-10-sulfonic acid catalyzed atom efficient and green synthesis of triazolo[1,2-a]indazole-triones and spiro triazolo[1,2-a]indazole-tetraones. Res. Chem. Intermed. 2015, 41 (2), 761-771.
  3. Shelke, A. M.; Suryavanshi, G. An efficient organocatalytic route for asymmetric total synthesis of Stagonolide F. Tetrahedron Lett. 2015, 56 (45), 6207-6209.