Description

(-)-Camphorsulfonic Acid (CSA) is a highly versatile chiral sulfonic acid derivative widely used in organic synthesis, asymmetric catalysis, and pharmaceutical research. With the molecular formula C₁₀H₁₆O₄S and CAS number 35963-20-3, this compound serves as an efficient resolving agent, catalyst, and chiral auxiliary due to its robust acidic properties and stereochemical control. Available in high purity (≥98%), it is ideal for enantiomeric resolution, asymmetric synthesis, and as a counterion in salt formation. Its bicyclic structure and strong acidity make it particularly useful in asymmetric transformations, including Diels-Alder reactions and Friedel-Crafts alkylations. Packaged under inert conditions to ensure stability, this reagent is a must-have for researchers requiring precise chiral control in their synthetic workflows.

Properties

• CAS Number: 35963-20-3
• Complexity: 404
• IUPAC Name: [(1R,4S)-7,7-dimethyl-2-oxo-norbornan-1-yl]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)/t7-,10-/m0/s1
• InChI Key: MIOPJNTWMNEORI-XVKPBYJWSA-N
• Exact Mass: 232.07693016
• Molecular Formula: C10H16O4S
• Molecular Weight: 232.30
• SMILES: CC1([C@H]2CC[C@@]1(C(=O)C2)CS(=O)(=O)O)C
• Topological: 79.8
• Monoisotopic Mass: 232.07693016
• Synonyms: 35963-20-3, (-)-10-Camphorsulfonic Acid, (1R)-(-)-10-Camphorsulfonic acid, Camphorsulfonic acid, (-)-, (-)-camphorsulfonic acid, (r)-camphor-10-sulfonic acid, Y6075I4FXE, EINECS 252-817-9, (1r)-camphorsulfonic acid, L-CAMPHORSULFONIC ACID, (1r)-10-camphorsulfonic acid, DTXSID901019421, (r)-(-)-10-camphorsulfonic acid, (R)-(-)-CSA, (1R)-(7,7-Dimethyl-2-oxobicyclo(2.2.1)hept-1-yl)methanesulphonic acid, (1R)-[7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulphonic acid, (-)-(1R)-7,7-DIMETHYL-2-OXOBICYCLO(2.2.1)HEPTANE-1-METHANESULFONIC ACID, BICYCLO(2.2.1)HEPTANE-1-METHANESULFONIC ACID, 7,7-DIMETHYL-2-OXO-, (1R,4S)-, DTXCID101477392, ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid, (1R)-(-)-Camphor-10-sulfonic acid, [(1R,4S)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid, [(1R,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid, (R)-camphorsulfonic acid, [(1R,4S)-7,7-dimethyl-2-oxo-norbornan-1-yl]methanesulfonic acid, MFCD00064158, [(1R,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonic acid, DL-10-Camphorsulfonic acid, (-)-CSA, UNII-Y6075I4FXE, L-(-)-Camphor-10-sulfonic acid, [(1RS,4SR)-7,7-Dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic Acid ((+/-)-10-Camphorsulfonic Acid), (-)csa, L-(-)-Camphorsulfonic acid, SCHEMBL839571, CHEBI:55401, BCP21435, MFCD00150753, ((1R,4S)-7,7-Dimethyl-2-oxobicyclo-[2.2.1]heptan-1-yl)methanesulfonic acid, AKOS015911844, AKOS016015262, (-)-10-CSA, FC19650, AC-11634, AS-13392, (1R)-(-)-10-Camphorsulfonic acid, 98%, CS-0015820, EN300-208104, Q27124274, (-)-Camphor-10-sulfonic acid, purum, >=98.0% (T), ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonicacid, (1R,4S)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-methanesulfonic acid;(-)-Camphor-10-sulfonic acid;(R)-Camphor-10-sulfonic acid

(-)-Camphorsulfonic Acid is widely employed as a chiral resolving agent for racemic bases and as an asymmetric catalyst in organic synthesis. It is instrumental in enantioselective reactions, including cyclizations and rearrangements, due to its strong Brønsted acidity. Additionally, CSA serves as a key component in the preparation of chiral ionic liquids and as a dopant for conductive polymers. Its utility extends to pharmaceutical intermediates and fine chemical manufacturing.

Safety and Hazards

GHS Hazard Statements

• H314 (98.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (14.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (98.4%)
• Eye Dam. 1 (14.1%)

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