71087-81-5

Usage

Uses

Used in Organic Synthesis:
2,3-Butanedione, mono(O-acetyloxime), (E)(9CI) is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for versatile chemical reactions, making it a valuable component in the preparation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Laboratory Research:
2,3-Butanedione, mono(O-acetyloxime), (E)(9CI) serves as an important reagent in laboratory research, facilitating the study of chemical reactions and mechanisms. Its use in research settings contributes to the advancement of scientific knowledge and the development of new chemical processes and applications.
Used in Flavoring Agents for Food Products:
2,3-Butanedione, mono(O-acetyloxime), (E)(9CI) is utilized as a flavoring agent in the food industry, where it imparts specific taste characteristics to various food products. Its ability to enhance flavor profiles makes it a sought-after ingredient in the creation of unique and appealing food items.
However, it is important to note that exposure to 2,3-Butanedione has been associated with respiratory issues, and there are concerns regarding its potential health effects, particularly in occupational settings where exposure levels may be higher. As a result, proper safety measures and guidelines should be followed to minimize any adverse health impacts.

Upstream product

• 136001-04-2 (E)-2,3-butanedione mono 
• 136001-10-0 potassium (E)-2,3-butanedione monoxime 
• 75-36-5 acetyl chloride 
• 135636-66-7 butane-2,3-dione mono-oxime 
• 830-03-5 4-nitrophenol acetate 
• 57-71-6 2,3-Butanedione monoxime 

Downstream Products

• 51-66-1 4-methoxyacetanilide 
• 837-66-1 1,1-diphenyl-1 buten-3-one 
• 1896-62-4 (E)-benzalacetone 

Relevant academic research and scientific papers

Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application

A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.

Visible Light Irradiation of Acyl Oxime Esters and Styrenes Efficiently Constructs β-Carbonyl Imides by a Scission and Four-Component Reassembly Process

Acyl radical triggered difunctionalizations of aryl olefins have been realized using oxime ester as the acyl precursor for the first time. Irradiation of fac-Ir(ppy)3 and oxime ester by visible light caused scission into three components, which recombined with olefins to yield significant β-carbonyl imides showing good functional group tolerance and high atom economy. Control experiments as well as spectroscopic and electrochemical studies revealed the efficient intermolecular reorganization of oxime ester into styrene with the aid of solvent exchange.

The effect of solvent on the α-effect: The MeCN-H2O solvent system

The increasing α-effect observed in MeCN-H2O solvent mixtures, which contrasts with the previously found bell-shaped dependence on solvent composition in the DMSO-H2O system, is attributed to the differential solvent effect on basici

SYNTHESIS AND STRUCTURE OF SOME PHOSPHONYLATED OXIMES RELATED TO ORGANOPHOSPHATE NERVE AGENTS

Oximes, and in particular oximate salts, can be useful nucleophiles for the treatment of organophosphate nerve agent poisoning and decontamination of chemical warfare agents.In this paper, the reactions of phosphonochloridate analogues of the chemical warfare nerve agents VX, GB, and GA and the oximes 2-butanone oxime, 2,3-butanedione monoxime, and its potassium salt (KD), are examined.Under controlled conditions, (0 deg C, 1 molar eq.KD), the major product is the O-(O-alkyl phosphonyl)oxime; with excess oximate KD, the intermediate phoshonylated oximes containing an α-carbonyl undergo a "second-order" Beckmann rearrangement to give (E)-mono(O-acetyloxime)-2,3-butanedione. Key words: Organophosphoeus nerve agent; phosphonylated oximes; oximes; sarin; tabun; Beckmann rearrangement