96018-73-4

Basic information

• Product Name: N-(4-bromophenyl)-N-hydroxyformamide
• Synonyms: N-(4-Bromophenyl)-N-hydroxyformamide; N-(p-Bromophenyl)formohydroxamic acid
• CAS NO: 96018-73-4
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.032
• Mol File: 96018-73-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 340.9°C at 760 mmHg
• Flash Point: 159.9°C
• Density: 1.771g/cm³
• Vapor Pressure: 3.23E-05mmHg at 25°C
• Refractive Index: 1.666
• CAS DataBase Reference: N-(4-bromophenyl)-N-hydroxyformamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-bromophenyl)-N-hydroxyformamide(96018-73-4)
• EPA Substance Registry System: N-(4-bromophenyl)-N-hydroxyformamide(96018-73-4)

Safety Data

• Hazardous Substances Data: 96018-73-4(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 3623-23-2 4-bromonitrosobenzene 
• 563-96-2 2,2-dihydroxyacetic acid 
• 106-40-1 4-bromo-aniline 
• 10468-46-9 N-(4-bromophenyl)hydroxylamine 
• 2258-42-6 formyl acetic anhydride 
• 298-12-4 Glyoxilic acid 

Relevant articles and documents

Transketolase Catalyzed Synthesis of N-Aryl Hydroxamic Acids

Hydroxamic acids are metal-chelating compounds that show important biological activity including anti-tumor effects. We have recently engineered the transketolase from Geobacillus stearothermopilus (TKgst) to convert benzaldehyde as a non-natur

Reactions of Carbonyl Group with Nitroso Compounds: Reaction of Formaldehyde with Substituted Nitrosobenzenes

Formaldehyde reacts with substituted nitrosobenzenes giving the corresponding N-phenylhydroxamic acids.A mechanism involving three sequential steps in this reaction is proposed.The first step is the nucleophilic attack of the nitroso group on the carbonyl group which leads to the formation of the unstable tetrahedral zwitterionic intermediate.This step followed by the proton transfer to the zwitterionic intermediate to form more stable nitrosocarbinolic cation intermediate, which in the subsequent step undergoes the rate-controlling elimination of proton from the C-atom of nitrosocarbinolic group, leading to the final product, hydroxamic acid.The first and the second step appear to be reversible.The experimental evidence obtained, which is the basis for such a description of the investigated reaction, includes: a) the order of reactivity of substituted nitrosobenzenes, as demonstrated by the plot of log kobs vs. ? Hammett parameters with slope of -1.74; b) the observation of a general-acid catalysis; c) the observation of the inverse solvent deuterium isotope effect of ca. 1.8 in the reaction; d) the observation of kinetic primary deuterium isotope effect of ca. 8 related to to the 'water' reactions of formaldehyde with substituted nitrosobenzenes; e) the observation of general-base catalysis in the reaction; f) the observation of the kinetic primary deuterium isotope effect of ca. 2.1 for the acetate-ion catalyzed reaction.

Reaction of Substituted Nitrosobenzenes with Formaldehyde

Substituted nitrosobenzenes react with formaldehyde in an acid-catalysed reaction giving N-phenylhydroxamic acids.