14756-51-5

Upstream product

• 22865-48-1 4-nitrophenyl 4-methylphenyl sulfide 
• 100-32-3 di(p-nitrophenyl) disulfide 
• 103-19-5 di(p-tolyl) disulfide 
• 105731-83-7 4'-nitro-4-toluenesulphenanilide 
• 1849-36-1 para-nitrobenzenethiol 
• 100-25-4 para-dinitrobenzene 
• 106-45-6 para-thiocresol 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 532931-56-9 N-(trifluoroacetyl)-4-nitrobenzenesulfenamide 
• 121860-53-5 triphenylphosphine p-toluenethiolate gold(I) complex 
• 15199-26-5 N-((4-methylphenyl)thio)phthalimide 
• 88683-47-0 2-((4-nitrophenyl)thio)isoindoline-1,3-dione 
• 1068439-06-4 4-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]toluene 
• 91933-64-1 C₂₀H₁₈N₂O₄S₂ 

Downstream Products

• 17241-04-2 bis(p-tolylthio)methane 
• 17387-48-3 bis(1'-mercapto-4'-nitrophenyl)methane 
• 17046-97-8 S-(4-nitrophenyl) 4-methylbenzenesulfonothioate 

Relevant academic research and scientific papers

Unsymmetrical Disulfides Synthesis via Sulfenium Ion

An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron-rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4-dimethylaminopyridine (DMAP)/water as promoter, the target syntheses were achieved in one pot under aerobic condition.

The influence of gold(i) on the mechanism of thiolate, disulfide exchange

The mechanism of gold(i)-thiolate, disulfide exchange was investigated by using initial-rate kinetic studies, 2D (1H-1H) ROESY NMR spectroscopy, and electrochemical/chemical techniques. The rate law for exchange is overall second order, first order in gold(i)-thiolate and disulfide. 2D NMR experiments show evidence of association between gold(i)-thiolate and disulfide. Electrochemical/chemical investigations do not show evidence of free thiolate and are consistent with a mechanism involving formation of a [Au-S, S-S], four-centered metallacycle intermediate during gold(i)-thiolate, disulfide exchange.

Microwave-assisted synthesis of disulfides

A new microwave-assisted synthesis methodology for the preparation of substituted disulfide derivatives is presented. 4-Substituted sulfenimides were reacted with 4-substituted thiols under neat (to right doughy consistency) conditions in chloroform, with both microwave heating and conventional methods. The resulting 4-substituted disulfide derivatives were obtained at higher yields and in shorter reaction times with microwave heating. Their chemistry was confirmed by 1H-NMR, 13C-NMR, infrared (IR), and elemental analysis.

A versatile and convenient preparation of unsymmetrical diaryl disulfides

We have developed a convenient method for the synthesis of unsymmetrical diaryl disulfides under mild conditions in excellent yields. The described method is based on the straightforward preparation of 5,5-dimethyl-2-thioxo-1,3, 2-dioxaphosphorinane-2-sulfenyl bromide from readily available 5,5-dimethyl-2-sulfanyl-2-thioxo-l,3,2-dioxaphosphorinane or bis(5,5-dimethyl-2-thioxo-l,3,2-dioxaphosphorinan-2-yl) disulfide. The unsymmetrical diaryl disulfides can be obtained from aromatic thiol derivatives bearing electron-withdrawing or electron-donating groups. Thieme Stuttgart.

N-trifluoroacetyl arenesulfenamides, effective precursors for synthesis of unsymmetrical disulfides and sulfenamides

N-Trifluoroacetyl arenesulfenamides (3) were effective precursors for the synthesis of unsymmetrical disulfides (4) and sulfenamides (5). Reactions of 3 with a variety of aromatic thiols at room temperature were generally complete within 5 min and gave unsymmetrical diaryl disulfides in high yields. Aralkyl disulfides were isolated in high yields from the reaction of 3 with aliphatic thiols. The nucleophilic substitution reactions of 3 with amines proceeded smoothly and provided N-substituted sulfenamides in good to excellent yields.

Unsymmetrical aryl disulfides with excellent transparency in the visible region for second order nonlinear optics

Several unsymmetrically substituted aromatic donor-acceptor disulfides have been synthesized and analysed for their second order nonlinear optical properties. These molecules exhibit moderately high first hyperpolarizability (β) with excellent transparenc

OXIDIZING POWER OF ARYL SULFINAMIDES IN THE SOLID STATE

Oxidation of thiophenols by aryl sulfinamides without added acid in the solid state is described.

Displacement of aromatic nitro groups by anionic sulfur nucleophiles: reactivity of aryl disulfide and thiolate ions towards dinitrobenzenes in N,N-dimethylacetamide

Nucleophilic substitutions of 1,2- and 1,4-dinitrobenzenes (oDNB and pDNB) by thiolates ArS- (a) and aryl disulfide ions ArS2- (b) have been studied in dilute solutions by spectroelectrochemistry in N,N-dimethylacetamide.Compounds 1b-2b are the predominant reactive species in ArSx- (x=2) solutions when sulfur is added to electrogenerated thiolates 1a-2a.In all cases the addition of dinitrobenzenes led to the fast displacement of one of the NO2 groups at room temperature.With thiolate ions, the stoichiometric formation of the expected unsymmetrical diaryl monosulfides NO2C6H4SAr was observed.Aryl disulfide ions reacted in two successive steps: (i) SNAr substitution affording NO2C6H4S2Ar; (ii) displacement of NO2C6H4Sx- ions (x=1,2) by S-nucleophilic attack of the S-S bond or a concurrent redox process.Reactions between 4-CH3C6H4Sx- (x=2) ions and oDNB or pDNB which were performed on the preparative scale confirmed the formation of mixtures of Ar2S2 and Ar2S3 symmetrical polysulfides.

4'-NITROARENESULPHENANILIDES: THEIR USE IN THE SYNTHESIS OF UNSYMMETRICAL DISULPHIDES

The reaction of 4'-nitroarenesulphenanilides with thiols in the presence of boron trifluoride etherate can provide an effective route to unsymmetrical disulphides.

REACTIONS OF 4-NITROPHENYL-SUBSTITUTED PHENYL SU ES AND RELATED COMPOUNDS WITH ELEMENTAL SULFUR IN LIQUID AMMONIA: FORMATION OF UNSYMMETRICAL AROMATIC DISULFIDES

Various unsymmetrical disulfides in addition to symmetrical disulfides were obtained in moderate yields by the reactions of 4-nitrophenyl-substituted phenyl sulfides and related compounds such as S-4-nitrophenyl S-substituted phenyl sulfimides and sulfodi