13664-49-8

Basic information

• Product Name: N-HYDROXY-4-METHOXY-N-PHENYL-BENZAMIDE
• Synonyms: N-HYDROXY-4-METHOXY-N-PHENYL-BENZAMIDE;4-METHOXY-N-PHENYLBENZOHYDROXAMIC ACID
• CAS NO: 13664-49-8
• Molecular Formula: C₁₄H₁₃NO₃
• Molecular Weight: 243.26
• Mol File: 13664-49-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 113 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 420.2°C at 760 mmHg
• Flash Point: 208°C
• Appearance: /
• Density: 1.268g/cm³
• Vapor Pressure: 8.18E-08mmHg at 25°C
• Refractive Index: 1.639
• PKA: 8.22±0.19(Predicted)
• CAS DataBase Reference: N-HYDROXY-4-METHOXY-N-PHENYL-BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-HYDROXY-4-METHOXY-N-PHENYL-BENZAMIDE(13664-49-8)
• EPA Substance Registry System: N-HYDROXY-4-METHOXY-N-PHENYL-BENZAMIDE(13664-49-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13664-49-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H13NO3/c1-18-13-9-7-11(8-10-13)14(16)15(17)12-5-3-2-4-6-12/h2-10,17H,1H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 586-96-9 Nitrosobenzene 
• 119-52-8 4,4'-dimethoxybenzoin 
• 98-95-3 nitrobenzene 
• 100-07-2 4-methoxy-benzoyl chloride 
• 100-65-2 N-Phenylhydroxylamine 

Downstream Products

• 100-09-4 4-methoxybenzoic acid 
• 586-96-9 Nitrosobenzene 
• 84927-87-7 MoO₂(ON(C₆H₅)CO(C₆H₄OCH₃))2 
• 1445871-83-9 C₂₀H₂₁NO₃ 
• 1445871-98-6 C₂₀H₂₁NO₃ 
• 23600-48-8 N-(4-hydroxyphenyl)-4-methoxybenzamide 
• 1309926-82-6 O-(4-methylbenzoyl)-N-phenyl-4-methoxybenzohydroxamic acid 
• 7465-88-5 4-methoxy-N-phenylbenzamide 
• 100-65-2 N-Phenylhydroxylamine 

Relevant articles and documents

Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols

A selenium-catalysed para-hydroxylation of N-aryl-hydroxamic acids is reported. Mechanistically, the reaction comprises an N?O bond cleavage and consecutive selenium-induced [2,3]-rearrangement to deliver para-hydroxyaniline derivatives. The mechanism is studied through both 18O-crossover experiments as well as quantum chemical calculations. This redox-neutral transformation provides an unconventional synthetic approach to para-aminophenols.

Benzaldehyde lyase-catalyzed direct amidation of aldehydes with nitroso compounds

Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with nitroso compounds and furnishes N-arylhydroxamic acids in high yields. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to their reaction with nitroso compounds. The kinetic resolution of rac-2-hydroxy-1,2-diphenylethanones furnished (S)-benzoins and arylhydroxamic acids with high enantioselectivities and conversions.

Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (≥254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N- phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids.