620-25-7

Basic information

• Product Name: META-TOLYLHYDROXYLAMINE
• Synonyms: META-TOLYLHYDROXYLAMINE
• CAS NO: 620-25-7
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• Mol File: 620-25-7.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 229.7°C at 760 mmHg
• Flash Point: 116°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 0.0384mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: META-TOLYLHYDROXYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: META-TOLYLHYDROXYLAMINE(620-25-7)
• EPA Substance Registry System: META-TOLYLHYDROXYLAMINE(620-25-7)

Safety Data

• Hazardous Substances Data: 620-25-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H9NO/c1-6-3-2-4-7(5-6)8-9/h2-5,8-9H,1H3

Upstream product

• 70-18-8 GLUTATHIONE 
• 1062320-37-9 C₁₄H₁₂N₂O₃ 
• 109-77-3 malononitrile 
• 105-56-6 ethyl 2-cyanoacetate 
• 163188-49-6 N-m-tolyl-α-phenylstyrylacrylohydroxamic acid 
• 108-44-1 1-amino-3-methylbenzene 
• 99-08-1 1-methyl-3-nitrobenzene 
• 64-19-7 acetic acid 
• 620-26-8 3-nitrosotoluene 

Downstream Products

• 71297-97-7 N,N'-bis(3-methylphenyl)-diazene N-oxide 
• 22861-48-9 N-m-tolyl-2-furylacrylohydroxamic acid 
• 79115-35-8 N-m-Tolyl-2,4-dichlorobenzohydroxamic acid 
• 63019-97-6 4-amino-2-methyl-1-phenylbenzene 
• 76472-83-8 6-methyl-[1,1'-biphenyl]-2-amine 
• 54147-94-3 2-amino-4-methylbiphenyl 
• 17478-66-9 phenyl-m-tolyl-diazene 
• 127089-93-4 N-Hydroxy-N-m-tolyl-formamide 
• 79115-41-6 N-m-Tolylhydrocinnamohydroxamic acid 
• 79115-33-6 N-m-Tolyl-m-fluorobenzohydroxamic acid 
• 144167-27-1 α-amino-α-carbethoxy-N-(3-methylphenyl)-nitrone 
• 79115-39-2 N-m-Tolyl-3,5-dimethoxybenzohydroxamic acid 
• 620-26-8 3-nitrosotoluene 
• 2835-96-3 4-amino-2-methylphenol 

Relevant articles and documents

KINETICS OF THE DISPROPORTIONATION OF N-ARYLHYDROXYLAMINES AT DIFFERENT HYDROGEN PARTIAL PRESSURES

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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.

Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters

We report a catalytic tandem reduction of nitroarenes by sodium borohydride (NaBH4) in aqueous solution under ambient conditions, which can selectively produce five categories of nitrogen-containing compounds: anilines, N-aryl hydroxylamines, azoxy-, azo- and hydrazo-compounds. The catalyst is in situ-generated ultrasmall palladium nanoclusters (Pd NCs, diameter of 1.3 ± 0.3 nm) from the reduction of Pd(OAc)2 by NaBH4. These highly active Pd NCs are stabilized by surface-coordinated nitroarenes, which inhibit the further growth and aggregation of Pd NCs. By controlling the concentration of Pd(OAc)2 (0.1-0.5 mol% of nitroarene) and NaBH4, the water/ethanol solvent ratio and the tandem reaction sequence, each of the five categories of N-containing compounds can be obtained with excellent yields (up to 98%) in less than 30 min at room temperature. This tunable catalytic tandem reaction works efficiently with a broad range of nitroarene substrates and offers a green and sustainable method for the rapid and large-scale production of valuable N-containing chemicals.