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Usage

Uses

Used in Organic Chemistry:
2,3-Butanedione, mono(O-benzoyloxime) is used as a building block for the synthesis of various organic compounds. Its reactivity and versatility allow it to be a key component in creating a wide range of chemical structures, contributing to the advancement of organic synthesis techniques.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 2,3-Butanedione, mono(O-benzoyloxime) is utilized as an intermediate in the development of new drugs. Its unique chemical properties make it a promising candidate for the creation of novel therapeutic agents, potentially leading to breakthroughs in medicinal chemistry.
Used in Research and Development:
2,3-Butanedione, mono(O-benzoyloxime) is also employed in research settings to explore its chemical properties and potential applications. Scientists and researchers use 2,3-Butanedione, mono(O-benzoyloxime) to study reaction mechanisms, investigate its reactivity with other molecules, and discover new uses in various chemical processes.

Upstream product

• 959-22-8 p-nitrophenylbenzoate 
• 135636-66-7 butane-2,3-dione mono-oxime 
• 14941-17-4 Butane-2,3-dione monooximate anion 
• 613-94-5 benzoic acid hydrazide 
• 122081-20-3 Benzoic acid 4,5-dimethyl-[1,2,3]triazol-1-yl ester 
• 73097-84-4 diacetylmonoxime benzoylhydrazone 
• 122081-24-7 C₁₈H₁₇N₃O₃ 
• 98-88-4 benzoyl chloride 

Downstream Products

• 7803-49-8 hydroxylamine 
• 431-03-8 dimethylglyoxal 
• 65-85-0 benzoic acid 
• 18128-12-6 butane-2,3-dione-[(E,E)-bis-(O-benzoyl oxime )] 
• 64-19-7 acetic acid 
• 75-05-8 acetonitrile 
• 93327-76-5 3-acetyl-4-phenyl-2H-chromen-2-one 
• 137103-78-7 1-(2-(pyridin-2-yl)phenyl)ethan-1-one 

Relevant academic research and scientific papers

Medium effects on the α-effect in DMSO-H2O mixtures - Comparative studies of p-nitrophenyl benzoate and acetate - Dissection of ground-state and transition-state effects

In a study of the origin of the α-effect and its dependence on the nature of the reaction medium as well as structural effects, we report herein a kinetic study of the reactions of p-nitrophenyl benzoate (PNPB) with butan-2,3-dione monoximate (Ox-, α-nucleophile) and p-chlorophenoxide (p-ClPhO-, the reference nucleophile) in dimethyl sulfoxide (DMSO)-H2O mixtures of varying compositions at 25.0 ± 0.1°C. The second-order rate constants (kN) decrease modestly on addition of DMSO to the medium up to 10 mol% DMSO but increase significantly beyond that point for both nucleophiles. Ox- is more reactive than p-ClPhO- in all solvent mixtures studied (i.e., the α-effect). The α-effect increases as the DMSO content in the medium increases up to 40 mol% DMSO and then decreases beyond that point resulting in a bell-shaped α-effect profile. The bell-shaped α-effect profile obtained for the current reaction is similar to that found previously for the corresponding reaction of p-nitrophenyl acetate (PNPA), differing notably however, in the magnitude of the α-effect beyond 40 mol% DMSO. The PNPB/p-ClPhO- reaction gains greater rate enhancement than the PNPA/p-ClPhO- reaction in the DMSO-rich region, resulting in the smaller α-effect for PNPB beyond 40 mol% DMSO. It is proposed that the observed modulation of the α-effect by the solvent medium is explicable as a ground-state effect in the H2O-rich region and a transition-state effect in the DMSO-rich region.

Dual photoredox/palladium-catalyzed C-H acylation of 2-arylpyridines with oxime esters

An unprecedented dual photoredox/palladium-catalyzed iminyl-radical-mediated C-C bond cleavage and directed ortho C-H acylation of 2-arylpyridines by using oxime esters is described. Oxime esters can serve as efficient acyl sources through formation of the corresponding acyl radicals by photoredox-catalyzed iminyl-radical-mediated C-C bond cleavage. This redox-neutral protocol features excellent regioselectivity, a broad substrate scope, and good functional-group tolerance with respect to both components, giving a broad range of aryl ketones with generally good yields.

Reactivity studies of carbon, phosphorus and sulfur-based acyl sites with tertiary oximes in gemini surfactants

Kinetic studies of the reactions of tertiary oximes (monoisonitroso acetone; MINA and butane 2,3 dione monooxime; BDMO) with some carboxylate (p-nitrophenyl acetate and p-nitrophenyl benzoate), phosphate (p-nitrophenyl diphenyl phosphate and bis (2,4-dini

Kinetic study of the reactions of p-nitrophenyl acetate and p-nitrophenyl benzoate with oximate nucleophiles

The reactions of p-nitrophenyl acetate (PNPA) and p-nitrophenyl benzoate (PNPB) with α-nucleophile oximates, that is, butane 2,3-dione monoximate, pralidoximate, and other oximates have been studied in the presence of different cationic surfactants. The f

The effect of acyl substituents on the α-effect: Contrasting α-effect profiles for reactions of 4-nitrophenyl substituted benzoates with neutral and anionic nucleophiles

The magnitude of the α-effect for reactions of 4-nitrophenyl substituted benzoates with a pair of anionic nucleophiles is independent of the electronic nature of the acyl substituent, while the one for the corresponding reactions with a pair of neutral nucleophiles increases as the acyl substituent changes from a strong electron withdrawing substituent to electron donating ones.

Synthesis, structure, and acylating properties of 1-aroyloxy-4,5-dimethyl- 1,2,3-triazoles

Lead tetra-acetate oxidation of α-hydroxyimino aroylhydrazones of biacetyl (1) gives 1-aroyloxy-4,5-dimethyl-1,2,3-triazoles (2), the structures of which were confirmed by X-ray analysis. A mechanism for this reaction is discussed. The products (2) are effective aroylating agents for the amino function under mild conditions.