6339-51-1

Usage

Uses

Used in Organic Synthesis:
4-[(4-cyanophenyl)disulfanyl]benzonitrile is used as a building block in organic synthesis for the creation of various pharmaceuticals and agrochemicals. Its unique structure allows for the formation of carbon-carbon and carbon-sulfur bonds, which are crucial in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-[(4-cyanophenyl)disulfanyl]benzonitrile is used as a key intermediate in the production of certain drugs. Its ability to form specific chemical bonds makes it a valuable component in the synthesis of medicinal compounds.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 4-[(4-cyanophenyl)disulfanyl]benzonitrile serves as a precursor in the synthesis of various agrochemicals, contributing to the development of pesticides and other agricultural products.
Used as a Reagent in Chemical Reactions:
4-[(4-cyanophenyl)disulfanyl]benzonitrile is utilized as a reagent in chemical reactions, particularly for the formation of carbon-carbon and carbon-sulfur bonds. Its role in these reactions is essential for achieving desired outcomes in organic chemistry.
Used in Material Development:
4-[(4-cyanophenyl)disulfanyl]benzonitrile is also employed in the development of advanced materials such as liquid crystals and polymers, where its unique properties contribute to the creation of new material technologies with specific applications.
Safety Precautions:
It is important to handle 4-[(4-cyanophenyl)disulfanyl]benzonitrile with care, as it may cause skin and eye irritation. It should only be used in a well-ventilated area by trained personnel to ensure safety during its application in various industries.

Upstream product

• 36801-01-1 4-cyanobenzenethiol 
• 768-93-4 1-iodoadamantane 
• 22444-88-8 Benzyl-dimethyl-phenyl-ammonium 
• 126747-14-6 4-cyanophenylboronic acid 
• 3058-39-7 4-iodobenzonitrile 
• 623-00-7 4-bromobenzenecarbonitrile 
• 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 
• 623-03-0 4-Cyanochlorobenzene 
• 17356-08-0 thiourea 
• 1194-02-1 4-fluorobenzonitrile 
• 49584-26-1 p-cyanobenzenesulfonyl chloride 

Downstream Products

• 872272-38-3 4-(4,5-dihydro-1H-imidazol-2-yl)-thiophenol 
• 872269-86-8 bis-[4-(4,5-dihydro-1H-imidazol-2-yl)-phenyl]-disulfide 
• 198421-66-8 3S-(4-cyanophenylthio)-2S-isobutylbutan-1,4-dioic acid 4-tert-butyl ester 
• 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 academic research and scientific papers

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.

18F-Fluoroform: A 18F-trifluoromethylating agent for the synthesis of SCF218F-aromatic derivatives

Herein the synthesis of various SCF218F-containing derivatives is reported by a transition metal-free process. By using HCF218F, readily generated from a bench-stable difluoromethyl sulfonium salt, various aromatic disulfides were easily converted into the desired radiolabelled trifluoromethylthiolated compounds in the presence of a base. This protocol allowed the formation of the SCF218F-containing aromatic derivatives in good to excellent radiochemical yields. This process was also extended to the corresponding selenium derivative.

Ligand-free copper-catalysed direct synthesis of diaryl sulfides and diaryl disulfides in wet poly(ethylene glycol)

An improved protocol has been developed for the one-pot CuI-catalysed preparation of symmetric diaryl sulfides from their available aryl halides in the presence of thiourea as sulfur transfer agent and in the absence of both ligand and organic solvent. This catalytic system was also used for the high-yielding preparation of diaryl disulfides in the presence of C2Cl6 as oxidant.

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.

Visible-light-mediated facile synthesis of disulfides using reusable TiO2/MoS2nanocomposite photocatalyst

A nontoxic and inexpensive TiO2/MoS2nanocomposite was prepared and employed as an efficient photocatalyst for the synthesis of symmetrical disulfides under visible light irradiation at room temperature. Both aryl and alkyl thiols survived the reaction conditions, affording the corresponding disulfides in good to excellent yields. The photocatalyst could be easily recovered by simple centrifugation and filtration and reused several times without significant loss in its activity.

Catalyst-Free, Regioselective Ring Opening of Donor-Acceptor Cyclopropanes: Synthesis of Functionalized Mono- and Disulfides

Interesting sulfur compounds such as monosulfides, symmetrical disulfides, unsymmetrical disulfides, and other 1,3-bifunctionalized compounds were synthesized using benzyltriethylammonium tetrathiomolybdate, [BnNEt3]2MoS4, as the sulfur transfer reagent via regioselective ring opening of donor-acceptor cyclopropanes without the addition of any catalyst.

Tunable and Practical Synthesis of Thiosulfonates and Disulfides from Sulfonyl Chlorides in the Presence of Tetrabutylammonium Iodide

A tunable and practical synthesis of electrophilic sulfenylating reagents, thiosulfonates and disulfides, from inexpensive and easily available sulfonyl chlorides, has been developed. By appropriate choice of solvents, the reaction of sulfonyl chlorides and tetrabutylammonium iodide gave the target products in good to excellent yields, respectively. These transformations probably proceed through a reducing–coupling pathway. (Figure presented.).

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.

Haloacid/dimethyl sulfoxide-catalyzed synthesis of symmetrical disulfides by oxidation of thiols

A novel method is developed for the oxidation of thiols to the corresponding disulfides using 20 mol % haloacid (HBr or HI) in combination with dimethyl sulfoxide. A tentative mechanism is proposed for the oxidation. In addition to the advantages of cost-effectiveness, simple processes, and broad functional group tolerance, the exclusive formation of disulfides is the principle reward of this methodology while compared to known methods that further oxidize disulfides to S-oxides and other byproducts.

Deep eutectic mixture catalysed the synthesis of disulfides using Bunte salts as thiol surrogates

Bunte salts, easily prepared from odourless sodium thiosulfates and various alkyl and aryl halides, acted as thiol surrogates for preparation of disulfides in the presence of hydrogen peroxide and a Bronsted-acidic deep eutectic mixture. The reaction proceeded smoothly to give the corresponding disulfide products in moderate to good yields, leaving odourless sodium bisulfite and water as the by-products. Moreover, this catalytic system could be readily recovered and reused several times without significant loss in activity.