537-91-7

Basic information

• Product Name: Bis(3-nitrophenyl) disulfide
• Synonyms: Bis(3-nitrophenyl) disulfide, Nitrophenide;Hinagen;Megasul;Bis(3-nitrophenyl) persulfide;Bis(m-nitrophenyl) persulfide;Bis(m-nitrophenyl)persulfide;1,2-Bis(3-nitrophenyl)disulfane;Bis(3-nitrophenyl) d
• CAS NO: 537-91-7
• Molecular Formula: C₁₂H₈N₂O₄S₂
• Molecular Weight: 308.33
• EINECS: 208-677-6
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 537-91-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 78-80 °C(lit.)
• Boiling Point: 443.6 °C at 760 mmHg
• Flash Point: 222.1 °C
• Appearance: /
• Density: 1.5285 (rough estimate)
• Vapor Pressure: 1.19E-07mmHg at 25°C
• Refractive Index: 1.6510 (estimate)
• Solubility: soluble in Tetrahydrofuran
• Sensitive: Stench
• Merck: 14,6618
• CAS DataBase Reference: Bis(3-nitrophenyl) disulfide(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(3-nitrophenyl) disulfide(537-91-7)
• EPA Substance Registry System: Bis(3-nitrophenyl) disulfide(537-91-7)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61-24/25
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• RTECS: JO1550000
• Hazardous Substances Data: 537-91-7(Hazardous Substances Data)

Usage

General Description

Bis(3-nitrophenyl) disulfide is a chemical compound with the molecular formula C12H8N2O4S2. It is a yellow crystalline solid that is insoluble in water but soluble in organic solvents. It is commonly used as a reagent in organic synthesis, particularly in the formation of disulfide bonds in proteins and peptides. It is also utilized as a precursor in the synthesis of other organic compounds. Bis(3-nitrophenyl) disulfide is known for its strong odor and should be handled with care due to its irritant properties. It is important to follow proper safety precautions when handling this chemical.

InChI:InChI=1/C12H8N2O4S2/c15-13(16)9-3-1-5-11(7-9)19-20-12-6-2-4-10(8-12)14(17)18/h1-8H

Upstream product

• 16671-77-5 3-nitrophenyl thiocyanate 
• 3814-18-4 3-nitrothiophenol 
• 6655-77-2 3-nitrophenylsulfonohydrazide 
• 38045-50-0 3-nitro-benzenethiosulfonic acid S-(3-nitro-phenyl ester) 
• 127-68-4 sodium 3-nitrobenzenesulfonate 
• 121-51-7 3-nitrobenzenesulphonyl chloride 
• 53075-90-4 3-Nitro-benzenesulfinic acid eth-(E)-ylideneamide 
• 30556-82-2 methyl 3-nitrobenzene-1-sulfinate 
• 10034-85-2 hydrogen iodide 
• 64-19-7 acetic acid 
• 7789-60-8 phosphorus tribromide 
• 7789-69-7 phosphorus pentabromide 
• 98-47-5 3-Nitrobenzenesulfonic acid 
• 7664-41-7 ammonia 

Downstream Products

• 37692-14-1 3-nitrophenylsulfenylchloride 
• 2524-76-7 1-(methylsulfanyl)-3-nitrobenzene 
• 22948-02-3 3-aminothiophenol 
• 40897-41-4 bis(3-aminophenyl)-disulfide 
• 3996-40-5 (3-nitro-phenylsulfanyl)-acetic acid 
• 530135-19-4 4-(3-nitro-phenylsulfanyl)-phenol 
• 39549-17-2 N-(m-Nitrophenylsulfenyl)acetamid 
• 3814-18-4 3-nitrothiophenol 
• 53075-96-0 (E)-3-(3-Nitro-benzenesulfinyl)-acrylic acid methyl ester 
• 72496-79-8 3-<(3-nitrophenyl)thio>indole 
• 100329-66-6 C₁₂H₉ClN₂O₄S₂ 
• 87740-10-1 phenylmethylthio-1-nitrobenzene 
• 51351-85-0 ethyl m-nitrophenyl disulfide 
• 4184-50-3 Monothiophosphorsaeure-O,O-dimethylester-S-<3-nitro-phenylester> 

Relevant articles and documents

Palladium-Catalyzed Picolinamide-Directed Benzylic C(sp3)?H Chalcogenation with Diaryl Disulfides and Diphenyl Diselenide

The first palladium-catalyzed direct benzylic C(sp3)?H chalcogenation with diaryl disulfides and diphenyl diselenide has been established. The coupling reaction proceeds between the thioether radical and palladiumcycle intermediate. Picolinamide serves as an excellent directing group for the C?H activation of benzylic C(sp3)?H and can be easily removed. The current protocol exhibits a relatively broad substrate scope and high functional group compatibility. A mechanistic study indicates that palladium(IV) intermediate is probably formed during the course of the reaction. (Figure presented.).

Preparation method for symmetric diaryl disulfide

The invention discloses a preparation method for symmetric diaryl disulfide. The preparation method comprises the following steps: using aromatic hydrocarbon as shown in a general formula (I) as a rawmaterial and reacting with chlorosulfonic acid to generate aryl chlorosulfonic acid, and reacting with sulfoxide chloride to synthesize aryl sulfonyl chloride as shown in a general formula (II); andpreparing the symmetric diaryl disulfide as shown in a general formula (III) under the action of a reducing agent through a reduction reaction by the aryl sulfonyl chloride as shown in the general formula (II). The disclosed preparation method for the symmetric diaryl disulfide has many advantages of low toxicity of the reaction raw material, short reaction time, cheap reagents and easy acquisition, convenient separation and purification and the like, and has very high application value and industrial production value.

Aryl diazonium salt and thioacetamide: A catalyst free, efficient blend of an inexpensive arylating agent with "s" surrogate for sulphide synthesis

Novel, facile C-S and S-S bond coupling reactions were achieved by using an aryl diazonium salt as an arylating agent and thioacetamide as a sulphur surrogate. The reaction proceeds smoothly at room temperature without using any transition metal catalyst, ligand or base. Aryl diazonium salts undergo rapid reactions with thioacetamide at room temperature to give the desired products in a much shorter period than the previously reported metal catalysed protocols.