39549-05-8

Basic information

• Product Name: Disulfide,bis[(4-nitrophenyl)methyl]
• Synonyms: Disulfide,bis(p-nitrobenzyl) (6CI,7CI); Bis(4-nitrobenzyl) disulfide; NSC 338506
• CAS NO: 39549-05-8
• Molecular Formula: C14H12 N2 O4 S2
• Molecular Weight: 336.392
• Mol File: 39549-05-8.mol

Chemical Properties

• Boiling Point: 534.4°Cat760mmHg
• Flash Point: 277°C
• Density: 1.434g/cm³
• CAS DataBase Reference: Disulfide,bis[(4-nitrophenyl)methyl](CAS DataBase Reference)
• NIST Chemistry Reference: Disulfide,bis[(4-nitrophenyl)methyl](39549-05-8)
• EPA Substance Registry System: Disulfide,bis[(4-nitrophenyl)methyl](39549-05-8)

Safety Data

• Hazardous Substances Data: 39549-05-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Disulfide, bis[(4-nitrophenyl)methyl] is used as a reagent in organic synthesis for its ability to participate in a wide range of chemical reactions, facilitating the formation of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Disulfide, bis[(4-nitrophenyl)methyl] is utilized as a building block in the creation of new drugs, owing to its unique structure and properties that can be incorporated into medicinal compounds to enhance their therapeutic effects.
Used in Agrochemical Industry:
Disulfide, bis[(4-nitrophenyl)methyl] is employed in the agrochemical sector as a component in the synthesis of various agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Materials Science:
In materials science, Disulfide, bis[(4-nitrophenyl)methyl] is used as a component in the development of new materials, leveraging its unique structural properties to create materials with specific characteristics for various applications.
It is crucial to handle Disulfide, bis[(4-nitrophenyl)methyl] with care due to its potential hazards if not properly managed and stored, ensuring safety in its applications across different industries.

Upstream product

• 26798-33-4 (p-nitrophenyl)methanethiol 
• 19457-06-8 benzyl-dithiocarbamic acid-(4-nitro-benzyl ester) 
• 100-14-1 4-nitrobenzyl chloride 
• 94215-35-7 S-(4-Nitro-benzylmercapto)-thioglykolsaeure-methylester 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 95416-92-5 C₂₁H₁₈N₂O₆S₃ 
• 4357-96-4 S-(4-nitro-benzyl)-isothiourea; hydrochloride 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 7732-18-5 water 
• 7647-01-0 hydrogenchloride 
• 861383-71-3 6-iodo-6-methoxy-1,4-dimethyl-2-(4-nitro-benzylmercapto)-1,6-dihydro-pyrimidine 
• 94039-56-2 sodium 4-nitrobenzylsulfanesulfonate 
• 497-19-8 sodium carbonate 

Downstream Products

• 15563-48-1 N,N-dimethyl-p-nitro-thiobenzamide 
• 4025-75-6 (4-nitrophenyl)methanesulfonyl chloride 
• 859793-64-9 C₇H₆ClNO₂S 
• 6310-10-7 4-nitrobenzaldehyde hydrazone 
• 221910-91-4 4-(4-nitro-benzyldisulfanylmethyl)-phenylamine 
• 22868-34-4 2-(4-nitrophenyl)benzothiazole 
• 35785-63-8 2,3,4,6-tetra-O-acetyl-1-deoxy-1-(p-nitrobenzylthio)-β-D-glucopyranose 
• 35785-42-3 (2R,3S,4S,5R,6S)‐2‐(acetoxymethyl)‐6‐((4‐nitrobenzyl)thio)tetrahydro‐2H‐pyran‐3,4,5‐triyl triacetate 
• 102192-28-9 tert-butyl 7β-<2-(2-tritylaminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido>-3-(4-nitrobenzylthio)-4-hydroxy-1-dethia-2-thiacepham-4-carboxylate 
• 102142-87-0 tert-butyl 7β-<2-(2-tritylaminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido>-3-(4-nitrobenzylthio)-1-dethia-2-thia-3-cephem-4-carboxylate 
• 102141-70-8 7β-<2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido>-3-(4-nitrobenzylthio)-1-dethia-2-thia-3-cephem-4-carboxylic acid 
• 221910-92-5 2,8-bis-(4-nitro-benzyldisulfanylmethyl)-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocine 

Relevant articles and documents

Diarylmethylene disulfide compound as well as preparation method and application thereof

The invention relates to the technical field of medicines and in particular relates to a diarylmethylene disulfide compound as well as a preparation method and application thereof. An experiment result shows that on a cell model, the diarylmethylene disulfide compound provided by the invention has an effect of inhibiting neurotoxicity caused by excessive glutamic acid and an effect of inhibiting neurotoxicity caused by hydrogen peroxide; the diarylmethylene disulfide compound also has a platelet aggregation resisting effect and can be used for reducing a cerebral infarct area in a mouse MCAO (Middle Cerebral Artery Occlusion) model. The results show that the diarylmethylene disulfide compound provided by the invention can have prevention and/or treatment effects on cerebral stroke.

Alternative Protocol for the Synthesis of Symmetrical Dibenzyl Diselenides and Disulfides

A one-pot protocol for the preparation of symmetrical dibenzyl diselenides and disulfides from the corresponding benzyl alcohols employing NaBH2Se3 and NaBH2S3 as selenium-transfer and sulfur-transfer reagent, respectively, is described. Structurally diverse substituted benzyl alcohols afforded the corresponding diselenides and disulfides in good to excellent yields. The protocol is simple and mild, and the products were obtained within a short reaction time.

The synthesis of symmetrical disulfides by reacting organic halides with Na2S2O3·5H2O in DMSO

A one-pot, and scalable method to prepare symmetric disulfides from their corresponding primary, secondary, allylic, and benzylic halides has been developed. In this method, a disulfide is synthesized by reacting an alkyl halide with Na2S2O3·5H2O at 60-70 °C in DMSO.

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.

Imidazole Promoted Highly Efficient Large-Scale Thiol-Free Synthesis of Symmetrical Disulfides in Aqueous Media

A highly efficient and environmentally friendly method for the imidazole promoted preparation of symmetrical organic disulfides from Bunte salts is described. This thiol-free procedure produces the desired disulfides even on a large scale by reaction of Bunte salts with imidazole in good to high yields in aqueous media.

The rapid and efficient synthesis of disulfides from alkyl and acyl halides

Various symmetrical dialkyl and diacyl disulfides are prepared easily in high yields from the corresponding alkyl and acyl halides under mild and nonaqueous conditions using N,N'-dibutyl-N,N,N',N'-tetramethyl- ethylenediammonium tetrahydroborate (BTMETB) or N,N'-dibenzyl-N,N,N',N'- tetramethylethylenediammonium tetrahydroborate (BZTMETB) and elemental sulfur. The quaternary diammonium borohydrides were easily prepared by treatment of the corresponding quaternary diammonium chloride or bromide with alkaline solution of sodium borohydride at room temperature.

Electron transfer to sulfides and disulfides: Intrinsic barriers and relationship between heterogeneous and homogeneous electron-transfer kinetics

The electron-acceptor properties of series of related sulfides and disulfides were investigated in N,N-dimethylformamide with homogeneous (redox catalysis) and/or heterogeneous (cyclic voltammetry and convolution analysis) electrochemical techniques. The electron-transfer rate constants were determined as a function of the reaction free energy and the corresponding intrinsic barriers were determined. The dependence of relevant thermodynamic and kinetic parameters on substituents was assessed. The kinetic data were also analyzed in relation to corresponding data pertaining to reduction of diaryl disulfides. All investigated reductions take place by stepwise dissociative electron transfer (DET) which causes cleavage of the Calkyl-S or S-S bond. A generalized picture of how the intrinsic electron-transfer barrier depends on molecular features, ring substituents, and the presence of spacers between the frangible bond and aromatic groups was established. The reduction mechanism was found to undergo a progressive (and now predictable) transition between common stepwise DET and DET proceeding through formation of loose radical anions. The intrinsic barriers were compared with available results for ET to several classes of dissociative- and nondissociative-type acceptors, and this led to verification that the heterogeneous and the homogeneous data correlate as predicted by the Hush theory.

Nitric Acid Mediated Oxidative Transformation of Thiols to Disulfides

Oxidation of thiols to disulfides are reported using nitric acid/methylene chloride. Environmentally benign, economically convenient and simple reaction condition represents an attractive alternative to the existing approaches on both the laboratory and the industrial scale.

A rapid and efficient synthesis of symmetrical disulfides under microwave irradiation conditions

A rapid and general method for the synthesis of symmetrical disulfides involves reaction of sulfur with sodium hydroxide under PTC-microwave irradiation condition to give sodium disulfide, which reacts with alkyl halides to afford the disulfides in good to excellent isolated yields.

A novel reduction of sodium alkyl thiosulfates using samarium metal without an activating agent in water

A novel metallic samarium promoted reduction of sodium alkyl thiosulfates in the absence of an activating agent occurs to afford the corresponding disulfides with good yields in water at 90°C.