Synthesis of camphorsulfonic acid

Preparation of camphorsulfonic acid

Preparation of camphorsulfonic acid

Preparation of camphorsulfonic acid

45 g of camphor are finely powdered and added to a well-stirred mixture containing 30 g of conc. sulphuric acid, and 60 g of acetic anhydride. The camphor dissolves readily, and the solution is allowed to stand for 2-3 days until no more d-camphor sulphonic acid crystallises out. The crystals are then filtered through asbestos or glass wool, washed with acetic acid until colourless, and recrystallised from acetic acid or ethyl acetate. Yield 50%, large prisms; decompose at 193° C.

IUPAC Name

(7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl)methanesulfonic acid

InChI

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)

InChI Key

MIOPJNTWMNEORI-UHFFFAOYSA-N

Canonical SMILES

CC1(C2CCC1(C(=O)C2)CS(=O)(=O)O)C

MeSH Synonyms

10-camphorsulfonic acid, 10-camphorsulfonic acid, (+-)-isomer, 10-camphorsulfonic acid, (1R)-isomer, 10-camphorsulfonic acid, (1S,4R)-(+)-isomer, 10-camphorsulfonic acid, aluminum salt, 10-camphorsulfonic acid, ammonium salt, 10-camphorsulfonic acid, bismuth (3+) salt, 10-camphorsulfonic acid, calcium salt, 10-camphorsulfonic acid, piperazine salt, 10-camphorsulfonic acid, sodium salt, solucampher

Depositor-Supplied Synonyms

Reychler’s acid, CAMPHORSULFONIC ACID, 5872-08-2, d-Camphorsulfonic acid, Camphersulfosaeure, (-)-10-Camphorsulfonic Acid, d-10-Camphorsulfonic acid, (7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid, camphor sulfonic acid, 2-Oxobornane-10-sulphonic acid, 10-Camphorsulfonic acid, (+)-Camphorsulfonic acid, (+)-10-CAMPHORSULFONIC ACID, Camphersulfosaeure [German], L-Camphor-10-sulfonic acid, 10-CSA, 2-Oxo-10-bornanesulfonic acid, (+/-)-10-Camphorsulfonic Acid, MIOPJNTWMNEORI-UHFFFAOYSA-N, EINECS 221-554-1, 10-Bornanesulfonic acid, 2-oxo-, (1S,4R)-(+)-, (1S)-(+)-Camphor-10-sulphonic acid, AI3-23953, D-Camphor-10-sulfonic acid, 76-26-6, (7,7-Dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methanesulfonic acid, Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-, Bicyclo(2.2.1)heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S,4R)-, UNII-9TLZ01S15L, 1R-(-)-Camphorsulfonic acid, DL-CAMPHORSULFONIC ACID, (+)-Camphor-10-sulfonic acid, (7,7-dimethyl-2-oxo-norbornan-1-yl)methanesulfonic acid, (1S)-Camphor-10-sulfonic acid, Camphostyl, Camsylate, (7,7-dimethyl-2-oxobicyclo[2.2.1]heptyl)methanesulfonic acid, {7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl}methanesulfonic acid, Bicyclo(2.2.1)heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-(+)-10-Camphorsulfonic acid, Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S,4R)-, camphorsulphonic acid, D-Camphorsulfonicacid, camphor sulphonic acid, (+)camphorsulfonic acid, (-)camphorsulfonic acid, ACMC-1BJSB, 10-camphorsulphonic acid, AC1Q2CFR, AC1Q2CFS, Camphorsulfonic acid, d-, (+) camphorsulfonic acid, (+)camphor sulfonic acid, (-) camphorsulfonic acid, 10-camphor sulfonic acid, Camphor-10-sulfonic acid, D,L-Camphor sulphonic acid, SCHEMBL3604, (+)-10camphorsulfonic acid, (+/-) camphorsulfonic acid, (+/-)-camphorsulfonic acid, KSC269E0R, (+/-) camphor sulfonic acid, Dextro-10-camphorsulfonic acid, (-)-10-camphorsulphonic acid, 2-Oxobornane-10-sulfonic acid, AC1L2C40, Jsp006438, [(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid, (+)-Camphor-10-sulphonic acid, CHEBI:55379, CTK1G9208, (+)-CSA, (-)-CSA, (-/+)-10-camphorsulfonic acid, (+)-.beta.-Camphorsulfonic acid, MolPort-000-152-669, (+/-)-10-camphorsulphonic acid, 10-Bornanesulfonic acid, 2-oxo-, Camphor-10-sulfonic acid, (+)-, L-10-(-)-Camphor sulfonic acid, (+/-) 10-camphor sulphonic acid, 5327-97-9 (Ca salt), L-(+)-CAMPHORSULFONIC ACID, (+/-)-Camphor-10-Sulphonic Acid, 27016-31-5 (piperazine salt), EINECS 200-949-2, EINECS 227-527-0, (+/-)-CSA, .beta.-Camphorsulfonic acid, (+)-, 34850-66-3 (Na salt), 83709-15-3 (Al salt), AN-798, ANW-14006, SBB039314, AKOS000267736, AKOS016039123, AM81424, Camphor-.omega.-sulfonic acid, (+)-, MCULE-9135527554, RP28019, RTR-037179, 13867-85-1 (NH4 salt), AC-12238, AK109453, AN-20021, AN-21743, LS-43638, LS-44982, OR034481, OR297537, TL806101, (+)-Camphor-10-sulfonic acid (.beta.), AB1002134, AB1003945, KB-209063, FT-0624350, FT-0625379, FT-0655494, ST50160332, EN300-20050, 19871P, (1R)-(-)-Camphor-10-sulfonic acid; (-)-CSA, 3B4-1500, I06-0910, I09-0307, I09-1792, (7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl)methanesulfonic acid, (7,7-Dimethyl-2-oxobicyclo(2.2.1)hept-1-yl)methanesulphonic acid, (7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl)methanesulfonic acid, [7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulphonicacid, 7,7-Dimethyl-2-oxobicyclo(2.2.1)heptane-1-methanesulfonic acid, Bicyclo[2.2.1]heptane-1-methanesulfonicacid, 7,7-dimethyl-2-oxo-, (+)-Camphor-10-sulfonic acid (|A); (1S)-Camphor-10-sulfonic acid, (?)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid, (1S,4R)-, (7,7-Dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methanesulfonic acid, (1S,4R)- #, Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (+/-)-, 1212823-93-2, 1300-83-0, 202256-79-9, 26637-28-5, 27341-43-1, 27457-20-1, 36408-79-4, 46471-65-2, 51018-95-2, 57564-99-5, 6060-29-3, 61380-66-3, 856658-12-3, 861510-88-5

Removed Synonyms

L(-)-Camphorsulfonic acid, DL-10-Camphorsulfonic acid, UNII-D8D049375Q, CID18462, DL-6-Oxobornane-10-sulphonic acid, c0015, c0016, c0972, 3144-16-9, (1R)-(-)-Camphor-10-sulfonic acid, 35963-20-3, CSA

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