Description
Bis-(2-fluorophenyl)disulfide (CAS No. 14135-38-7) is a high-purity organic disulfide compound with the molecular formula C12H8F2S2. Its IUPAC name, 1-fluoro-2-[(2-fluorophenyl)disulfanyl]benzene, reflects its symmetrical structure featuring two fluorophenyl groups linked by a disulfide bridge. This compound is a valuable reagent in synthetic organic chemistry, particularly in the development of sulfur-containing pharmaceuticals, agrochemicals, and materials science applications. Its unique disulfide linkage and fluorine substitution make it a versatile intermediate for cross-coupling reactions, polymerization, and ligand design. Available in >98% purity (GC), it is supplied in sealed containers under inert gas to ensure stability and longevity. Store in a cool, dry place away from light and oxidizing agents.
Properties
- CAS Number: 14135-38-7
- Complexity: 191
- IUPAC Name: 1-fluoro-2-[(2-fluorophenyl)disulfanyl]benzene
- InChI: InChI=1S/C12H8F2S2/c13-9-5-1-3-7-11(9)15-16-12-8-4-2-6-10(12)14/h1-8H
- InChI Key: BSLPHWROVJBMHX-UHFFFAOYSA-N
- Exact Mass: 254.00354893
- Molecular Formula: C12H8F2S2
- Molecular Weight: 254.3
- SMILES: C1=CC=C(C(=C1)F)SSC2=CC=CC=C2F
- Topological: 50.6
- Monoisotopic Mass: 254.00354893
- Synonyms: bis-(2-fluorophenyl)disulfide, 821-542-1, 14135-38-7, 2,2′-Difluorodiphenyldisulfide, 2,2′-Difluoro diphenyl disulfide, Disulfide, bis(2-fluorophenyl), 1-FLUORO-2-[(2-FLUOROPHENYL)DISULFANYL]BENZENE, 1,2-Bis(2-fluorophenyl)disulfane, 2,2/’-DIFLUORO DIPHENYL DISULFIDE, 2,2′-Difluorodiphenyl disulfide, Disulfide, bis(fluorophenyl), 1,1′-dithiobis(2-fluorobenzene), MFCD09029446, SCHEMBL576534, DTXSID10563479, AKOS015898606, DS-2281, 1,1′-Disulfanediylbis(2-fluorobenzene), 2 pound not2′-Difluorodiphenyldisulfide, AC-16465, CS-0156629, 2,2 inverted exclamation mark -Difluoro Diphenyl Disulfide
Application
Bis-(2-fluorophenyl)disulfide is widely used as a building block in medicinal chemistry for synthesizing disulfide-based drug candidates, particularly those targeting protease inhibition. It serves as a key intermediate in the preparation of fluorinated polymers with enhanced thermal and chemical resistance. Researchers also employ it in catalytic systems for asymmetric synthesis, leveraging its disulfide redox properties.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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