6339-51-1

Basic information

• Product Name: 4-[(4-cyanophenyl)disulfanyl]benzonitrile
• Synonyms: 4-[(4-cyanophenyl)disulfanyl]benzonitrile;4,4-DISULFANEDIYLDIBENZONITRILE
• CAS NO: 6339-51-1
• Molecular Formula: C₁₄H₈N₂S₂
• Molecular Weight: 268.35672
• EINECS: -0
• Mol File: 6339-51-1.mol
• Article Data: 20

Chemical Properties

• Melting Point: 172-173 °C
• Boiling Point: 453.8°Cat760mmHg
• Flash Point: 228.3°C
• Appearance: /
• Density: 1.35g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-[(4-cyanophenyl)disulfanyl]benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(4-cyanophenyl)disulfanyl]benzonitrile(6339-51-1)
• EPA Substance Registry System: 4-[(4-cyanophenyl)disulfanyl]benzonitrile(6339-51-1)

Safety Data

• Hazardous Substances Data: 6339-51-1(Hazardous Substances Data)

Usage

General Description

4-[(4-cyanophenyl)disulfanyl]benzonitrile is a chemical compound with the molecular formula C14H8N2S2. It is a white to light yellow solid with a molecular weight of 268.35 g/mol. 4-[(4-cyanophenyl)disulfanyl]benzonitrile is used in organic synthesis and as a building block in the production of various pharmaceuticals and agrochemicals. It is also used as a reagent in chemical reactions, particularly in the formation of carbon-carbon and carbon-sulfur bonds. Additionally, 4-[(4-cyanophenyl)disulfanyl]benzonitrile is employed in the development of materials such as liquid crystals and polymers. It is important to handle this chemical with care, as it may cause skin and eye irritation and should only be used in a well-ventilated area by trained personnel.

Upstream product

• 768-93-4 1-iodoadamantane 
• 623-00-7 4-bromobenzenecarbonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 126747-14-6 4-cyanophenylboronic acid 
• 1155-51-7 4,4'-Dithiobisbenzoic acid 
• 19290-43-8 4-cyanophenyl-S,N,N-dimethyl thiocarbamate 
• 60958-04-5 4-methanesulfinylbenzonitrile 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 22444-88-8 Benzyl-dimethyl-phenyl-ammonium 
• 623-03-0 4-Cyanochlorobenzene 
• 17356-08-0 thiourea 
• 1194-02-1 4-fluorobenzonitrile 
• 36801-01-1 4-cyanobenzenethiol 
• 49584-26-1 p-cyanobenzenesulfonyl chloride 

Downstream Products

• 401892-85-1 4-(pentafluorosulfaneyl)benzonitrile 
• 51238-46-1 4-(phenylthio)benzonitrile 
• 1227-29-8 4,4'-disulfanediyl-di-benzoic acid diamide 
• 125056-69-1 6-<(4-cyanophenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine 
• 198421-68-0 N²-[4-tert-butyloxy-3S-(4-cyanophenylthio)-2S-isobutylsuccinyl]-L-tert-leucine-N¹-methylamide 
• 252670-72-7 N²-[3S-(4-cyanophenylthio)-4-hydroxy-2S-isobutylsuccinyl]-L-tert-leucine-N¹-methylamide 

Relevant articles and documents

Utilizing 2-phenylpropanal as coupling partner for C-S bond formation via sequential thioarylation and decarbonylation process: A novel strategy for the synthesis of aryl alkyl sulfides

In this study, first direct access to aryl alkyl sulfides employing 2-phenylpropanal as coupling partner is reported. Diaryl disulfides react with this aldehyde in the presence of morpholine and produce the corresponding sulfide products in high yields. In another part, disulfides are in situ generated in the reaction mixture from aryl halides/CuI/Cyanodithioformate and coupled with 2-phenylpropanal to access aryl alkyl sulfides.

Europhtal (8020) efficiently catalyzes the aerobic oxidation of in situ generated thiols to symmetric disulfides (disulfanes)

Efficient, odorless and scalable synthetic protocols have been introduced for the preparation of symmetric alkyl disulfides by treatment of the corresponding organic halides with thiourea and NaHCO3in the presence of commercially available Europhtal catalyst (8020) in both H2O and poly ethylene glycol (PEG-200) media at 80–90 °C. Structurally diverse primary, secondary, allylic and benzylic halides were examined successfully whereas, the result with tert-butyl bromide was not satisfactory. Also, another procedure has been introduced for achieving symmetric aryl disulfides in high yields by reacting aryl halides, thiourea and NaHCO3in PEG-200 at 115–120 °C using CuI along with Europhtal catalysts. The results showed that the aerobic oxidation of in situ generated thiols proceeded efficiently in the presence of Europhtal catalyst giving the symmetric disulfide without contamination by symmetric sulfide side-product.

Selective synthesis of organic sulfides or disulfides by solvent exchange from aryl halides and KSCN catalyzed by NiCl2·6H2O

A method for selective synthesis of symmetric sulfides or disulfides from the reaction of aryl halides with KSCN by solvent exchange is introduced. Aryl halides were selectively converted to the symmetric disulfides or sulfides in high yields when they are treated with KSCN in the presence of NiCl2·6H2O and DMAP at 140?°C in DMF or poly ethylene glycol (PEG-200) respectively.