5007-50-1

Basic information

• Product Name: 1-FURAN-2-YL-ETHANONE OXIME
• Synonyms: ART-CHEM-BB B006531;AKOS B006531;1-(2-FURYL)ETHANONE OXIME;1-(2-FURYL)-1-ETHANONE OXIME;1-FURAN-2-YL-ETHANONE OXIME;(1Z)-1-(2-Furyl)ethanone oxime;(NZ)-N-(1-furan-2-ylethylidene)hydroxylamine;(Z)-1-(furan-2-yl)ethanone oxime
• CAS NO: 5007-50-1
• Molecular Formula: C₆H₇NO₂
• Molecular Weight: 125.13
• Mol File: 5007-50-1.mol
• Article Data: 22

Chemical Properties

• Melting Point: 104 °C
• Boiling Point: 218.8 °C at 760 mmHg
• Flash Point: 86.1 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 0.0716mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: 1-FURAN-2-YL-ETHANONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 1-FURAN-2-YL-ETHANONE OXIME(5007-50-1)
• EPA Substance Registry System: 1-FURAN-2-YL-ETHANONE OXIME(5007-50-1)

Safety Data

• Hazardous Substances Data: 5007-50-1(Hazardous Substances Data)

Usage

General Description

1-Furan-2-yl-ethanone oxime is a chemical compound with the molecular formula C6H7NO2. It is an oxime derivative of furan-2-yl-ethanone, which is a compound containing a furan ring and a ketone group. 1-Furan-2-yl-ethanone oxime is commonly used as a reagent in organic synthesis and as a chelating agent in metal complexation reactions. It has also been studied for its potential as an anti-cancer and anti-inflammatory agent due to its ability to inhibit certain enzymes involved in these processes. Additionally, 1-Furan-2-yl-ethanone oxime has been investigated for its use in the production of pharmaceuticals and agrochemicals. Overall, this compound has a wide range of potential applications in the fields of chemistry, medicine, and agriculture.

InChI:InChI=1/C6H7NO2/c1-5(7-8)6-3-2-4-9-6/h2-4,8H,1H3/b7-5+

Upstream product

• 68727-98-0 N'-(1-(furan-2-yl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 1192-62-7 1-(2-furyl)-1-ethanone 

Downstream Products

• 1192-62-7 1-(2-furyl)-1-ethanone 
• 22095-34-7 1-(furan-2-yl)ethanamine 
• 99969-04-7 N-(furan-2-yl)acetamide 
• 63122-43-0 2-(2'-furanyl)pyrrole 
• 1198575-44-8 7-methyl-4,5-diphenylfuro[2,3-c]pyridine 
• 5689-65-6 2,6-di(furan-2-yl)-4-phenylpyridine 
• 188772-55-6 (Z)-1-(furan-2-yl)ethanone O-benzyloxime 

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.

Access to pyrrolo[2,1-: A] isoindolediones from oxime acetates and ninhydrin via Cu(i)-mediated domino annulations

A copper-mediated domino condensation reaction of readily accessible oxime acetates with ninhydrin is reported to afford pyrrolo[2,1-a]isoindolediones via new C-C & C-N bond formations. A wide range of oxime acetates were shown to generally participate in the reaction to produce the condensed products in excellent yields. The necessary control experiments were performed and the mechanism is proposed to involve sequentially the formation of iminium radical via Cu-mediated N-O bond cleavage of oxime acetates, addition of the radical to ninhydrin and rearrangement via ring expansion.

Copper-catalyzed synthesis of thiazol-2-yl ethers from oxime acetates and xanthates under redox-neutral conditions

A novel copper-catalyzed annulation of oxime acetates and xanthates for the synthesis of thiazol-2-yl ethers with remarkable regioselectivity has been developed. Various oxime acetates, whether derived from aryl ketones or alkyl ketones, or natural product cores are suitable for this conversion. Unique dihydrothiazoles were also obtained when both reaction sites were methine. Mechanistic studies indicated that imino copper(iii) intermediates were involved. In addition, this protocol proceeded under redox-neutral conditions and did not require additives or ligands.