63930-17-6

Basic information

• Product Name: BIS(3-FLUOROPHENYL)DISULFIDE
• Synonyms: 3,3'-DIFLUORO DIPHENYL DISULFIDE;BIS(3-FLUOROPHENYL)DISULFIDE;BIS(3-FLUOROPHENYL)DISULPHIDE;3,3-Difluorodiphenyl disulphide~3-Fluorophenyl disulphide;Bis(3-Fluorphenyl)Disulfide;3-Fluorophenyldisulfide;Bis(3-fluorophenyl)disulphide 97%;Bis(3-fluorophenyl)disulphide97%
• CAS NO: 63930-17-6
• Molecular Formula: C₁₂H₈F₂S₂
• Molecular Weight: 254.32
• Mol File: 63930-17-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 308℃
• Flash Point: >110°(230°F)
• Appearance: yellow or colorless liquid
• Density: 1.32
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: 2-8°C
• Sensitive: Stench
• BRN: 2530329
• CAS DataBase Reference: BIS(3-FLUOROPHENYL)DISULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(3-FLUOROPHENYL)DISULFIDE(63930-17-6)
• EPA Substance Registry System: BIS(3-FLUOROPHENYL)DISULFIDE(63930-17-6)

Safety Data

• Statements: 22
• Safety Statements: 23-36/37
• PackingGroup: III
• Hazardous Substances Data: 63930-17-6(Hazardous Substances Data)

Usage

Description

Bis(3-fluorophenyl)disulfide, with the molecular formula C12H8F2S2, is a chemical compound that features two 3-fluorophenyl groups connected by a disulfide bridge. It is a member of the organofluorides and organosulfides, which are organic compounds containing carbon-fluorine and carbon-sulfur bonds, respectively. BIS(3-FLUOROPHENYL)DISULFIDE is primarily utilized in research and industrial processes as a reagent or a building block in chemical synthesis.

Uses

Used in Chemical Synthesis:
Bis(3-fluorophenyl)disulfide is used as a reagent in chemical synthesis for creating various organic compounds. Its unique structure with fluorine and sulfur atoms allows it to participate in a range of reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research Applications:
In the field of research, bis(3-fluorophenyl)disulfide is employed as a building block for the development of new molecules with potential applications in materials science, medicinal chemistry, and other areas. Its presence in organofluorides and organosulfides makes it an interesting subject for studying the effects of fluorination and sulfuration on molecular properties and reactivity.
Used in Pharmaceutical Industry:
Bis(3-fluorophenyl)disulfide is used as a key intermediate in the synthesis of certain pharmaceutical compounds. Its incorporation into drug molecules can influence their pharmacokinetic and pharmacodynamic properties, such as solubility, stability, and bioavailability, which are crucial for their therapeutic efficacy.
Used in Agrochemical Industry:
In the agrochemical sector, bis(3-fluorophenyl)disulfide is utilized as a precursor in the production of pesticides and other crop protection agents. The introduction of fluorine and sulfur atoms into the molecular structure can enhance the activity and selectivity of these compounds, making them more effective in controlling pests and diseases in agriculture.

InChI:InChI=1/C12H8F2S2/c13-9-3-1-5-11(7-9)15-16-12-6-2-4-10(14)8-12/h1-8H

Upstream product

• 2557-77-9 3-fluorothiophenol 
• 1996-38-9 3-fluorobenzenediazonium tetrafluoroborate 

Downstream Products

• 1631147-11-9 2-(1,3-diazepan-2-ylidene)-2-((4-fluorophenyl)thio)-1-phenylethan-1-one 
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• 1631146-74-1 2-((3-fluorophenyl)thio)-2-(imidazolidin-2-ylidene)-1-phenylethan-1-one 
• 1629186-32-8 (3-fluorophenyl)(1-phenyl-3-(trifluoromethyl)naphthalen-2-yl)sulfane 
• 1420771-17-0 (3-fluorophenyl)(10-phenylphenanthren-9-yl)sulfane 
• 1204677-76-8 1-(benzylsulfonyl)-3-fluorobenzene 
• 110-81-6 Diethyl disulfide 
• 1393673-41-0 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(3-fluorophenyl)thio-1H-pyrazole-3-carbonitrile 
• 1374639-67-4 1,4-bis(3-fluorophenylthio)-2,3,5,6-tetrafluorobenzene 
• 1352121-35-7 N-((3-fluorophenylthio)methyl)-N-methylacetamide 
• 853685-38-8 3-(3-fluorophenyl)sulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 
• 1346164-90-6 3-(3-fluorophenylthio)-1-methyl-2-phenyl-1H-indole 
• 791642-77-8 4-phenyl-2-(3-fluoro-phenylsulfanyl)-phenol 
• 1314532-79-0 S-3-fluorophenyl 4-methylbenzenesulfonothioate 

Relevant articles and documents

Preparation method of symmetric disulfide bond-containing compound

The method comprises the following steps: adding a raw material and an oxidant to a reaction bottle containing a solvent; reacting 23W - 85W under the irradiation of 12 - 24h energy-saving lamps; and purifying the reaction product to obtain symmetrical disulfide bond-containing compounds. The raw material is mercaptan or thiophenol. The oxidizing agent is trichlorobromomethane, and the solvent is tetrahydrofuran. The method has the advantages of simple operation, high yield (70 - 90%), wide applicability, cheap and easily available raw materials, and provides a better way for the synthesis and production of symmetrical disulfide bond-containing compounds.

Diaryl disulfides and thiosulfonates as combretastatin A-4 analogues: Synthesis, cytotoxicity and antitubulin activity

Diaryl disulfides and diaryl thiosulfonates were synthesized with the two phenyl rings of all compounds bearing identical halide substituents. Because of structural similarity to the potent antimitotic natural product combretastatin A-4 (CA-4), the compounds were examined for inhibition of tubulin polymerization, and the thiosulfonates were more active than the disulfides. The nine thiosulfonates had IC50 values ranging from 1.2 to 9.1 μM, as compared with 1.3 μM obtained with CA-4. The compounds thus ranged from equipotent with CA-4 to 7-fold less active. The nine disulfides had IC50 values ranging from 1.2 to 5.1 μM, as compared with 0.54 μM obtained with CA-4. The compounds thus ranged from less than half as active as CA-4 to over 9-fold less active. The most active members of each group, 2 g and 3c, in the assembly assay were modeled into the colchicine site. Compound 3c had significant hydrophobic interactions with β-tubulin residues CYS 241 and ALA 250, and its thiosulfonate bridge made a hydrogen bond with β-tubulin residue ASN 258. Compound 2 g had hydrophobic interactions with β-tubulin residues ALA 250, CYS 241 and ALA 254, but there was no significant interaction of the disulfide bridge with tubulin.

An Organodiselenide with Dual Mimic Function of Sulfhydryl Oxidases and Glutathione Peroxidases: Aerial Oxidation of Organothiols to Organodisulfides

A novel organodiselenide, which mimics sulfhydryl oxidases and glutathione peroxidase (GPx) enzymes for oxidation of thiols by oxygen and hydrogen peroxide, respectively, into disulfides has been presented. The developed catalyst oxidizes an array of organothiols into respective disulfides in practical yields by using aerial O2 to avoid any reagents/additives, base, and light source. The synthesized diselenide also catalyzes the reduction of hydrogen peroxide into water by following the GPx enzymatic catalytic cycle with a reduction rate of 49.65 ± 3.7 μM·min-1.