118209-14-6

Basic information

• Product Name: 4-nitrophenyl disulphide anion
• Synonyms: 4-nitrophenyl disulphide anion
• CAS NO: 118209-14-6
• Molecular Weight: 186.235
• Mol File: 118209-14-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-nitrophenyl disulphide anion(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrophenyl disulphide anion(118209-14-6)
• EPA Substance Registry System: 4-nitrophenyl disulphide anion(118209-14-6)

Safety Data

• Hazardous Substances Data: 118209-14-6(Hazardous Substances Data)

Upstream product

• 100-32-3 di(p-nitrophenyl) disulfide 
• 45797-13-5 4-nitrophenylthiolate 
• 100-00-5 4-chlorobenzonitrile 
• 350-46-9 4-Fluoronitrobenzene 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 100-32-3 di(p-nitrophenyl) disulfide 
• 45797-13-5 4-nitrophenylthiolate 
• 51351-84-9 1-ethyl-2-(p-nitrophenyl)disulfane 
• 63296-21-9 methyl 4-nitrophenyl disulphide 

Relevant articles and documents

Nucleophilic Substitution of Nitroaromatic Halides by Electrogenerated Polysulphide Ions in Dimethylacetamide

Electrogenerated polysulphide ions S3.- and S82- readily react with haloaromatics, ArX, activated by nitro electron-withdrawing substituents in dimethylacetamide.Nucleophilic substitutions on fluoro-2,4-dinitrobenzene (1a; X = F), halo-4-nitrobenzenes (2a; X = F, Cl, Br, I) and 2-nitrobenzenes (3a; X = F, Cl, Br, I) lead to the coloured arylmonosulphide (1b; X = S-) and aryldisulphide (2c-3c; X = S2-) ions.From the reaction kinetics studied by UV-VIS spectrophotometry, the order of reactivity is ArF > ArBr >, ArI > ArCl.The proposed SNAr mechanism implies that the dianions S62- and S82- are the nucleophilic agents (S62- >> S82-) rather than the S3.- and S4.- radical anions.

Relative Nucleophilicities of Aryldisulphide and Thiolate Ions in Dimethylacetamide Estimated from their Reaction Rates with Alkyl Halides

The relative rates of nucleophilic substitution (SN2) of alkyl halides by aromatic thiolates ArS- and aryldisulphide ions ArS2- have been studied in dimethylacetamide by UV-visible spectrophotometry for Ar = 4-nitrophenyl (1), 2-nitrophenyl (2), and 8-quinolyl (3).Rate constants are relative to the rate constants for benzenethiolate ions (4), studied as reference.With Ar = (1), the reaction rate for disulphide ions is ten times higher than that for monosulphide ions stabilized by the elevated delocalization of their charge.With Ar = (2) and (3), the reactivity of disulphide ions is higher than that of the corresponding thiolates.Our study is consistent with the uncomplicated introduction of a disulphide bond into various substrates from aryldisulphide ions stabilized in aprotic dipolar media.