Description

Cyclopropanesulfonyl chloride (CAS No. 139631-62-2) is a highly reactive organosulfur compound with the molecular formula C₃H₅ClO₂S. This versatile sulfonyl chloride derivative features a cyclopropane ring, offering unique steric and electronic properties for synthetic applications. The compound is a clear to pale yellow liquid with a pungent odor, typically stored under inert conditions due to its moisture sensitivity. With a molecular weight of 140.59 g/mol, it serves as a valuable building block in organic synthesis, particularly for introducing the cyclopropanesulfonyl moiety. The product is available in high purity grades (>95%) suitable for research and industrial applications, packaged under nitrogen in amber glass vials to ensure stability.

Key applications include its use as:

• A sulfonylation reagent for amines and alcohols
• A precursor for cyclopropanesulfonamide derivatives
• An intermediate in pharmaceutical and agrochemical synthesis

Technical specifications include:

• Boiling point: ~85-90°C at reduced pressure
• Density: ~1.3 g/mL at 25°C
• Refractive index: n_D²⁰ ~1.48

Handle with appropriate precautions using proper PPE and under fume hood conditions.

Properties

• CAS Number: 139631-62-2
• Complexity: 150
• IUPAC Name: cyclopropanesulfonyl chloride
• InChI: InChI=1S/C3H5ClO2S/c4-7(5,6)3-1-2-3/h3H,1-2H2
• InChI Key: PFWWSGFPICCWGU-UHFFFAOYSA-N
• Exact Mass: 139.9698783
• Molecular Formula: C3H5ClO2S
• Molecular Weight: 140.59
• SMILES: C1CC1S(=O)(=O)Cl
• Topological: 42.5
• Monoisotopic Mass: 139.9698783
• Synonyms: Cyclopropanesulfonyl chloride, 139631-62-2, DTXSID50375412, DTXCID70326441, 630-790-8, cyclopropanesulfonylchloride, chlorocyclopropylsulfone, cyclopropanesulphonyl chloride, MFCD01631933, cyclopropylsulfonyl chloride, cyclopropylsulphonyl chloride, cyclopropane sulfonyl chloride, cyclopropanesulfonic acid chloride, cyclopropylsulfonylchloride, cyclopropylsufonyl chloride, cyclopropansulfonyl chloride, cyclopropyl sulfonylchloride, cyclopropane sulfonylchloride, cyclopropyl sulfonyl chloride, cyclopropyl-sulfonyl chloride, SCHEMBL43283, cyclopropane sulfonic chloride, cyclopropane-sulfonyl chloride, cyclopropane sulphonyl chloride, SCHEMBL15971422, SCHEMBL28797450, cyclopropylsulphonic acid chloride, cyclopropanesulphonic acid chloride, cyclopropane sulfonic acid chloride, Cyclopropanesulfonyl chloride, 95%, ALBB-037973, AR3422, SBB066113, AKOS005256117, AC-1501, CS-W002798, FC52987, HY-W002798, AS-15351, DB-008558, C2187, EN300-66998, A26267, Chlorocyclopropylsulfone; Cyclopropylsulfonyl chloride, F2190-0572

Application

Cyclopropanesulfonyl chloride is primarily employed as a key intermediate in medicinal chemistry for the synthesis of sulfonamide-based drug candidates. The strained cyclopropane ring confers unique conformational properties to resulting compounds, making it valuable for structure-activity relationship studies. In materials science, it serves as a precursor for sulfonated polymers with enhanced thermal stability. The compound’s reactivity with nucleophiles enables efficient preparation of various sulfonate esters and sulfonamides for catalytic and biological applications.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Skin Corr. 1B (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.