Description
((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride is a highly specialized chiral sulfonyl chloride derivative, widely recognized for its role in asymmetric synthesis and chiral derivatization. With a molecular formula of C10H15ClO3S and CAS number 39262-22-1, this compound is a key reagent in the synthesis of enantiomerically pure compounds, particularly in pharmaceutical and agrochemical research. Its rigid bicyclic framework and reactive sulfonyl chloride group make it an excellent candidate for stereoselective transformations, including the resolution of racemic mixtures and the preparation of chiral auxiliaries. This product is available in high purity (≥97%) and is rigorously tested for consistency, ensuring optimal performance in sensitive applications. Store under inert conditions to maintain stability and reactivity.
Properties
- CAS Number: 39262-22-1
- Complexity: 407
- IUPAC Name: [(1R,4S)-7,7-dimethyl-2-oxo-norbornan-1-yl]methanesulfonyl chloride
- InChI: InChI=1S/C10H15ClO3S/c1-9(2)7-3-4-10(9,8(12)5-7)6-15(11,13)14/h7H,3-6H2,1-2H3/t7-,10-/m0/s1
- InChI Key: BGABKEVTHIJBIW-XVKPBYJWSA-N
- Exact Mass: 250.0430432
- Molecular Formula: C10H15ClO3S
- Molecular Weight: 250.74
- SMILES: CC1([C@H]2CC[C@@]1(C(=O)C2)CS(=O)(=O)Cl)C
- Topological: 59.6
- Monoisotopic Mass: 250.0430432
- Synonyms: 39262-22-1, ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, (1R)-(-)-CAMPHOR-10-SULFONYL CHLORIDE, (1R)-(-)-10-Camphorsulfonyl chloride, [(1R,4S)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonyl chloride, C10H15ClO3S, ((1R,4S)-7,7-Dimethyl-2-oxobicyclo-[2.2.1]heptan-1-yl)methanesulfonyl chloride, MFCD00064155, [(1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonyl chloride, L-(-)-10-Camphorsulfonyl chloride, L-10-Camphorsulfonyl chloride, L-10-Camphorsulfonylchloride, D-Camphor-10-sulfonyl chloride, SCHEMBL12706679, DTXSID10431225, BGABKEVTHIJBIW-XVKPBYJWSA-N, 10-Camphorsulfonyl chloride, 98%, FD1220, AKOS005146490, CS-W014100, AS-19113, (1r,4s)-camphor-10-sulfonic acid chloride, (1R)-(-)-10-Camphorsulfonyl chloride, 97%, F0001-2351, (1R)-(-)-10-Camphorsulfonyl chloride, for chiral derivatization, 97.0-103.0% (AT)
This compound is primarily used as a chiral derivatizing agent for the resolution of racemic amines and alcohols via diastereomeric salt formation. It is also employed in the synthesis of enantiopure sulfonamides, which are critical intermediates in drug development. Additionally, it serves as a precursor for chiral catalysts and ligands in asymmetric catalysis. Its high reactivity and stereochemical integrity make it indispensable in academic and industrial research settings.
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