Description

Difluoromethanesulfonyl Chloride (CAS No. 1512-30-7) is a highly reactive organosulfur compound with the molecular formula CHClF₂O₂S. This colorless to pale yellow liquid is a versatile sulfonylating agent widely used in organic synthesis and pharmaceutical research. Its unique structure, featuring both fluorine and sulfonyl chloride functional groups, makes it a valuable intermediate for introducing difluoromethylsulfonyl moieties into target molecules. The compound is moisture-sensitive and should be stored under inert conditions to prevent hydrolysis. With a purity of ≥98% (GC), our product is ideal for nucleophilic substitution reactions, cross-coupling chemistry, and as a precursor for sulfonamide derivatives. Suitable for use in medicinal chemistry, agrochemical development, and materials science applications.

Properties

• CAS Number: 1512-30-7
• Complexity: 132
• IUPAC Name: difluoromethanesulfonyl chloride
• InChI: InChI=1S/CHClF2O2S/c2-7(5,6)1(3)4/h1H
• InChI Key: JYQLKKNUGGVARY-UHFFFAOYSA-N
• Exact Mass: 149.9353845
• Molecular Formula: CHClF2O2S
• Molecular Weight: 150.53
• SMILES: C(F)(F)S(=O)(=O)Cl
• Topological: 42.5
• Monoisotopic Mass: 149.9353845
• Synonyms: 1512-30-7, Difluoromethanesulphonyl chloride, EINECS 216-150-7, DTXSID00164732, 1,1-Difluoromethanesulfonyl chloride, DTXCID1087223, 216-150-7, difluoromethanesulfonyl chloride, Methanesulfonylchloride, 1,1-difluoro-, MFCD09971548, 1,1-Difluoromethanesulfonyl Chloride;, difluoromethylsulfonyl chloride, Methanesulfonyl chloride, difluoro-, HCF2SO2Cl, SCHEMBL916367, difluoro-methanesulfonyl chloride, difluoromethane-sulfonyl chloride, AKOS009173304, BS-12692, Difluoromethanesulfonyl chloride, AldrichCPR, NS00045569, EN300-31728, F20532

Application

Difluoromethanesulfonyl chloride serves as a key building block in pharmaceutical synthesis, particularly for creating sulfonamide drugs with enhanced metabolic stability. It’s widely employed in nucleophilic substitution reactions to introduce the difluoromethanesulfonyl group into organic molecules. The compound finds special utility in the development of protease inhibitors and other biologically active molecules where the difluoromethyl group can improve lipophilicity and membrane permeability. Researchers also utilize it as a precursor for synthesizing sulfonyl fluorides used in chemical biology applications.

Safety and Hazards

GHS Hazard Statements

• H225 (53.3%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (44.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H330 (47.8%): Fatal if inhaled [Danger Acute toxicity, inhalation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P271, P280, P284, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (53.3%)
• Skin Corr. 1B (100%)
• Eye Dam. 1 (44.6%)
• Acute Tox. 1 (47.8%)

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