10468-16-3

Basic information

• Product Name: 2-chlorophenylhydroxylamine
• Synonyms: 2-chlorophenylhydroxylamine;2-Chloro-N-hydroxyaniline;N-(2-chlorophenyl)hydroxylamine
• CAS NO: 10468-16-3
• Molecular Formula: C₆H₆ClNO
• Molecular Weight: 143.57
• Mol File: 10468-16-3.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 249 °C at 760 mmHg
• Flash Point: 104.4 °C
• Appearance: /
• Density: 1.409
• Vapor Pressure: 0.0124mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: 2-chlorophenylhydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chlorophenylhydroxylamine(10468-16-3)
• EPA Substance Registry System: 2-chlorophenylhydroxylamine(10468-16-3)

Safety Data

• Hazardous Substances Data: 10468-16-3(Hazardous Substances Data)

Usage

General Description

2-chlorophenylhydroxylamine is an organic chemical compound that has a chloride molecule attached to a benzene ring and an hydroxylamine group attached to the same ring. This makes it a derivative of phenol. The compound is known for its use in a range of industrial and laboratory settings due to its chemical properties. It is often involved in reactions as a nucleophilic agent, and can react with electrophiles to produce a variety of other chemical compounds. Also, due to the presence of hydroxylamine group, it has the capacity to form hydrogen bonds, increasing its solubility in polar solvents. Care should be taken when handling this chemical due to its potential toxicity and reactivity.

InChI:InChI=1/C6H6ClNO/c7-5-3-1-2-4-6(5)8-9/h1-4,8-9H

Upstream product

• 88-73-3 2-Chloronitrobenzene 
• 71-43-2 benzene 
• 95-51-2 o-chloroaniline 

Downstream Products

• 13556-84-8 2,2'-dichloroazoxybenzene 
• 13556-84-8 2,2'-dichloroazoxybenzene 
• 19618-15-6 1-bromo-2-[(2-bromophenyl)-NNO-azoxy]benzene 
• 109384-39-6 N-(o-chlorophenyl)formohydroxamic acid 
• 172216-26-1 N-(2-Chloro-phenyl)-N-hydroxy-4-nitro-benzamide 
• 109474-58-0 N-(2-chloro-phenyl)-N-nitroso-hydroxylamin; ammonium salt 
• 13556-84-8 2,2'-azoxychlorobenzene 
• 932-33-2 o-Chloronitrosobenzene 
• 134835-05-5 N-(3-Nitrocinnamoyl)-N-(2-chlorophenyl)hydroxylamine 

Relevant articles and documents

Shape-controlled synthesis and catalytic behavior of supported platinum nanoparticles

A 5 wt% Pt/C catalyst with around 20 nm cubic platinum particles was prepared through a conventional preparation method (i.e., precursor impregnation, reduction, and calcination) by choosing to use hydrophobic solvent in the impregnation procedure. The pr

Factors determining the chemoselectivity of phosphorus-modified palladium catalysts in the hydrogenation of chloronitrobenzenes

The precursor nature effect on the state of the Pd–P surface layer in palladium catalysts and on their properties in the liquid-phase hydrogenation of chloronitrobenzenes under mild conditions has been investigated. A general feature of the Pd–P-containing nanoparticles obtained from different precursors and white phosphorus at P/Pd = 0.3 (PdCl2 precursor) and 0.7 (Pd(acac)2 precursor) is that their surface contains palladium in phosphide form (BE(Pd3d5/2) = 336.2 eV and BE(Р2р) = 128.9 eV) and Pd(0) clusters (BE(Pd3d5/2) = 335.7 eV). Factors having an effect on the chemoselectivity of the palladium catalysts in chloronitrobenzenes hydrogenation are considered, including the formation of small palladium clusters responsible for hydrogenation under mild conditions.

Selective Photoinduced Reduction of Nitroarenes to N-Arylhydroxylamines

We report the selective photoinduced reduction of nitroarenes to N-arylhydroxylamines. The present methodology facilitates this transformation in the absence of catalyst or additives and uses only light and methylhydrazine. This noncatalytic photoinduced transformation proceeds with a broad scope, excellent functional-group tolerance, and high yields. The potential of this protocol reflects on the selective and straightforward conversion of two general antibiotics, azomycin and chloramphenicol, to the bioactive hydroxylamine species.

A general and scalable synthesis of polysubstituted indoles

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.