1956-39-4

Basic information

• Product Name: 1-(4-CHLORO-PHENYL)-ETHANONE OXIME
• Synonyms: 1-(4-chlorophenyl)-ethanonoxime;4’-chloroacetophenoneoxime;4’-chloro-acetophenonoxime;4-chloroacetophenoneoxime;1-(4-CHLOROPHENYL)-1-ETHANONE OXIME;1-(4-CHLORO-PHENYL)-ETHANONE OXIME;AKOS B006536;ART-CHEM-BB B006536
• CAS NO: 1956-39-4
• Molecular Formula: C₈H₈ClNO
• Molecular Weight: 169.61
• Mol File: 1956-39-4.mol
• Article Data: 102

Chemical Properties

• Melting Point: 96-98°C
• Boiling Point: 275.5°Cat760mmHg
• Flash Point: 120.4°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.00246mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: 1-(4-CHLORO-PHENYL)-ETHANONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLORO-PHENYL)-ETHANONE OXIME(1956-39-4)
• EPA Substance Registry System: 1-(4-CHLORO-PHENYL)-ETHANONE OXIME(1956-39-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1956-39-4(Hazardous Substances Data)

Usage

General Description

1-(4-CHLORO-PHENYL)-ETHANONE OXIME is a chemical compound with the formula C8H8ClNO. It is an oxime derivative of 4-chlorophenylacetone and is used in organic synthesis as a reagent for the preparation of various nitrogen-containing compounds. It is a pale yellow to light brown crystalline solid with a melting point of 80-82 degrees Celsius. 1-(4-CHLORO-PHENYL)-ETHANONE OXIME is a versatile building block in the preparation of pharmaceuticals, agrochemicals, and dyes. It can also be used as a ligand in metal complex chemistry and as a reagent for the detection of aldehydes and ketones.

InChI:InChI=1/C8H8ClNO/c1-6(10-11)7-2-4-8(9)5-3-7/h2-5,11H,1H3/b10-6-

Upstream product

• 75230-50-1 p-chloroacetophenone tosylhydrazone 
• 108-90-7 chlorobenzene 
• 35588-60-4 p-chloro-(R,S)-1-phenylethylamine 
• 99-91-2 para-chloroacetophenone 
• 1073-67-2 4-vinylbenzyl chloride 
• 128381-43-1 1-(4-Chloro-phenyl)-ethanone O-(4,6-dimethyl-pyrimidin-2-yl)-oxime 
• 128381-47-5 1-(4-Chloro-phenyl)-ethanone O-(2,6-dimethyl-pyrimidin-4-yl)-oxime 

Downstream Products

• 109261-09-8 1-(4-chloro-phenyl)-ethanone-((E)-O-picryl oxime ) 
• 5310-20-3 N-(4-chlorophenyl)ethanethioamide 
• 71516-65-9 1-(4-Chloro-phenyl)-ethanone O-[1-(4-chloro-phenyl)-eth-(E)-ylideneaminooxymethyl]-oxime 
• 121505-66-6 1-(4-Chloro-phenyl)-ethanone O-{2-[1-(4-chloro-phenyl)-eth-(E)-ylideneaminooxy]-ethyl}-oxime 
• 19867-89-1 2-(4-chlorophenyl)-1H-pyrrole 
• 64222-39-5 2-(4-chlorophenyl)-1-vinyl-1H-pyrrole 
• 121505-67-7 1-(4-Chloro-phenyl)-ethanone O-{2-[1-(4-chloro-phenyl)-eth-(E)-ylideneaminooxy]-ethyl}-oxime 
• 85868-21-9 O-vinyl-p-chloroacetophenone oxime 
• 19743-21-6 5-(2-hydroxyphenyl)-3-(4-chloro-phenyl)-isoxazole 
• 99-91-2 para-chloroacetophenone 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 4187-56-8 (S)-1-(p-chlorophenyl)ethylamine 
• 27298-99-3 (R)-1-(4-chlorophenyl)ethylamine 
• 40137-41-5 p-Chloracetophenonhydrazon 

Relevant articles and documents

Polysubstituted Indole Synthesis via Palladium/Norbornene Cooperative Catalysis of Oxime Esters

Polysubstituted indoles are prevalent in pharmaceuticals, agrochemicals, and organic materials. Presented herein is the fact that polyfunctionalized indoles can be efficiently constructed from easily accessible oxime esters and aryl iodides, involving a palladium/norbornene synergistic synthesis. The reaction is enabled by a unique class of electrophiles in palladium/norbornene cooperative catalysis, which are oxime esters derived from simple ketone. The broad substrate scope and high functional group tolerance could make this method attractive for the synthesis of polysubstituted indoles.

C3-Arylation of indoles with aryl ketonesviaC-C/C-H activations

C3-Arylation of indoles with aryl ketones is accomplishedviapalladium-catalyzed ligand-promoted Ar-C(O) cleavage and subsequent C-H arylation of indole. Various (hetero)aryl ketones are compatible in this reaction, affording the corresponding 3-arylindoles in moderate to good yields. Further introduction of an indole moiety into the natural products desoxyestrone and evodiamine demonstrate the synthetic utility of this protocol.

AgNO3as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to N-2-Aryl-1,2,3-triazoles

A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N-O/C-H/C-N bonds and building CN/N-N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with a good substrate and functional compatibility.