Description
2-Fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride (CAS No. 405264-04-2) is a highly specialized sulfonyl chloride derivative with the molecular formula C7H3ClF4O2S. This compound is characterized by its reactive sulfonyl chloride group and electron-withdrawing trifluoromethyl and fluoro substituents, making it a valuable intermediate in organic synthesis and pharmaceutical research. It is supplied as a high-purity reagent (>98%) with strict quality control to ensure consistency in sensitive applications. Suitable for use in nucleophilic substitution reactions, coupling reactions, and as a precursor for sulfonamide synthesis. Store under inert conditions to prevent hydrolysis and degradation.
Properties
- CAS Number: 405264-04-2
- Complexity: 321
- IUPAC Name: 2-fluoro-6-(trifluoromethyl)benzenesulfonyl chloride
- InChI: InChI=1S/C7H3ClF4O2S/c8-15(13,14)6-4(7(10,11)12)2-1-3-5(6)9/h1-3H
- InChI Key: VVCAQQGQZZLRJK-UHFFFAOYSA-N
- Exact Mass: 261.9478409
- Molecular Formula: C7H3ClF4O2S
- Molecular Weight: 262.61
- SMILES: C1=CC(=C(C(=C1)F)S(=O)(=O)Cl)C(F)(F)F
- Topological: 42.5
- Monoisotopic Mass: 261.9478409
- Synonyms: 405264-04-2, 2-fluoro-6-(trifluoroMethyl)benzene-1-sulfonyl chloride, 989-402-3, 2-fluoro-6-trifluoromethylphenylsulfonyl chloride, 2-FLUORO-6-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE, 2-fluoro-6-trifluoromethylbenzenesulfonyl chloride, SCHEMBL1501184, MFCD12032173, AKOS024118569, SY291272, DB-217358, D87787, EN300-9491833
Application
2-Fluoro-6-(trifluoromethyl)benzene-1-sulfonyl chloride is widely used as a key building block in medicinal chemistry for the synthesis of sulfonamide-based drug candidates. Its electron-deficient aromatic ring enhances reactivity in cross-coupling reactions, facilitating the development of fluorinated bioactive molecules. Researchers also employ it in materials science to modify polymer backbones or create sulfonated coatings with tailored properties. The compound’s stability under anhydrous conditions makes it ideal for controlled functionalization in multi-step syntheses.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P330, P363, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Corr. 1B (100%)
- STOT SE 3 (100%)
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