20110-52-5

Basic information

• Product Name: 5-nitro-1,3,2-benzodioxathiole 2,2-dioxide
• CAS NO: 20110-52-5
• Molecular Formula: C₆H₃NO₆S
• Molecular Weight: 217.1561
• Mol File: 20110-52-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 389.9°C at 760 mmHg
• Flash Point: 189.6°C
• Density: 1.824g/cm³
• Vapor Pressure: 6.2E-06mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 5-nitro-1,3,2-benzodioxathiole 2,2-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-nitro-1,3,2-benzodioxathiole 2,2-dioxide(20110-52-5)
• EPA Substance Registry System: 5-nitro-1,3,2-benzodioxathiole 2,2-dioxide(20110-52-5)

Safety Data

• Hazardous Substances Data: 20110-52-5(Hazardous Substances Data)

Upstream product

• 1254970-97-2 C₇H₇N₃O₅ 

Relevant articles and documents

The formation of aryloxenium ion in the reaction of N-nitro-O-(4- nitrophenyl)hydroxylamine with strong acids

The reaction of N-nitro-O-(4-nitrophenyl)hydroxylamine (1) with conc. H2SO4 affords 4-nitropyrocatechol and that with conc. sulfonic acids (RSO3H where R = Me, CF3) affords 2-hydroxy-5-nitrophenyl-R-sulfonates in yields of 80-85%. These reactions are assumed to proceed through an intermediate (phenoxy)oxodiazonium ion [NO 2C6H4O-N=N=O]+, which eliminates the N2O molecule to form the aryloxenium ion [NO2C 6H4O]+. The latter reacts with acid anions at the ortho-carbon atom of the phenyl ring. The thermodynamical parameters of the elementary reactions resulting in the formation of the (phenoxy)oxodiazonium ion [NO2C6H4O-N=N=O]+ and aryloxenium ion [NO2C6H4O]+ were calculated in the B3LYP/6-311+G(d) study of the combined molecular system (nitrohydroxylamine 1 + [H3SO4]+). The reaction of nitrohydroxylamine 1 with aqueous solutions of strong acids (～70% H 2SO4, CF3SO3H) affords mainly 4-nitrophenol. It appears that the mechanism of this reaction does not involve the formation of the aryloxenium ion.