14756-51-5

Basic information

• Product Name: Disulfide, 4-methylphenyl 4-nitrophenyl
• CAS NO: 14756-51-5
• Molecular Formula: C13H11NO2S2
• Molecular Weight: 277.368
• Mol File: 14756-51-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Disulfide, 4-methylphenyl 4-nitrophenyl(CAS DataBase Reference)
• NIST Chemistry Reference: Disulfide, 4-methylphenyl 4-nitrophenyl(14756-51-5)
• EPA Substance Registry System: Disulfide, 4-methylphenyl 4-nitrophenyl(14756-51-5)

Safety Data

• Hazardous Substances Data: 14756-51-5(Hazardous Substances Data)

Upstream product

• 937-32-6 4-nitrobenzenesulfenyl chloride 
• 106-45-6 para-thiocresol 
• 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 
• 91933-64-1 C₂₀H₁₈N₂O₄S₂ 
• 100-25-4 para-dinitrobenzene 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 532931-56-9 N-(trifluoroacetyl)-4-nitrobenzenesulfenamide 
• 1068439-06-4 4-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]toluene 
• 88683-47-0 2-((4-nitrophenyl)thio)isoindoline-1,3-dione 
• 15199-26-5 N-((4-methylphenyl)thio)phthalimide 

Downstream Products

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

Relevant articles and documents

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.

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.

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.