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5872-08-2 - (±)-Camphor-10-sulfonic acid, 98% - (±)-CSA - A12620 - Alfa Aesar

A12620 (±)-Camphor-10-sulfonic acid, 98%

CAS Number
5872-08-2
Synonyms
(±)-CSA

Size Price ($) Quantity Availability
100g 35.54
500g 130.30
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(±)-Camphor-10-sulfonic acid, 98%

MDL
MFCD00074827
EINECS
227-527-0

Chemical Properties

Formula
C10H16O4S
Formula Weight
232.30
Melting point
ca 200° dec.
Sensitivity
Hygroscopic
Solubility
Soluble in water.

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.

Notes

Hygroscopic. Incompatible with strong oxidizing agents and strong bases.

Literature References

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).

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.

Shelke, A. M.; Suryavanshi, G. An efficient organocatalytic route for asymmetric total synthesis of Stagonolide F. Tetrahedron Lett. 2015, 56 (45), 6207-6209.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3205973
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2914.70
TSCA
Yes
RTECS
DT5077100

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