2009-96-3

Basic information

• Product Name: 1-Phenyl-2-diazo-1,3-butanedione
• Synonyms: 1-Phenyl-2-diazo-1,3-butanedione;2-Diazo-1-phenyl-1,3-butanedione;CYYVRGUWUAFEDN-UHFFFAOYSA-N
• CAS NO: 2009-96-3
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 0
• Mol File: 2009-96-3.mol
• Article Data: 31

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Phenyl-2-diazo-1,3-butanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-2-diazo-1,3-butanedione(2009-96-3)
• EPA Substance Registry System: 1-Phenyl-2-diazo-1,3-butanedione(2009-96-3)

Safety Data

• Hazardous Substances Data: 2009-96-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 195, 1991 DOI: 10.1055/s-1991-26416

Upstream product

• 6797-44-0 2-oximino-1-penyl-1,3-butanedione 
• 93-91-4 1-phenylbutan-1,3-dione 
• 2683-06-9 3,5-dioxo-5-phenylpentanal 
• 7664-93-9 sulfuric acid 
• 2397-79-7 2-phenyl-4H-pyran-4-one 
• 64-17-5 ethanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 1205534-16-2 2-azido-1,3-dimethylimidazolinium chloride 
• 98-86-2 acetophenone 

Downstream Products

• 3282-32-4 2-diazo-acetophenone 
• 10488-87-6 ethyl 2-benzoylpropionate 
• 25745-47-5 5-benzoyl-4-methyl-1⁽²⁾H-pyrazole-3-carboxylic acid 
• 25745-41-9 5-benzoyl-4-methyl-1⁽²⁾H-pyrazole-3-carboxylic acid ethyl ester 
• 31844-90-3 2-phenyl-acetoacetic acid anilide 
• 25559-56-2 2-methyl-3-oxo-N-phenyl-3-phenylpropanamide 
• 13298-79-8 1-phenyl-butane-1,2,3-trione-2-(triphenylphosphoranylidene-hydrazone) 
• 26037-05-8 1-(3-benzoyl-4-methyl-1H-pyrazol-5-yl)ethanone 
• 15021-43-9 dimethylsulfonium 1-benzoyl-2-oxopropylide 
• 25352-04-9 2-Chlor-2-ethoxy-1.3-dioxo-1-phenyl-butan 
• 4435-51-2 1-phenyl-butane-1,2,3-trione 
• 120242-37-7 2,2-dihydroxy-1-phenylbutane-1,3-dione 
• 32742-19-1 methyl 2-benzoylpropionate 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 

Relevant articles and documents

Solvent-Directed Transition Metal-Free C-C Bond Cleavage by Azido-1,3,5-triazines and Their Stability-Reactivity Paradox

We report a solvent-directed and regioselective carbon-carbon bond cleavage of aryl ketones by azido-1,3,5-triazines (ATs), which is typically completed within 10 min in DMSO at room temperature, without using transition metal catalysts. The cleavage is driven by the steric hindrance in the adducts of aryl ketones and ATs, which is substantiated by DFT calculation. Our recent results showed that ATs present high reactivity in solution and high stability in solid state. This "stability-reactivity paradox"has been explained in light of the molecular and crystal structures of ATs.

Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes

A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.

A 'sulfonyl-azide-free' (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis

Diazo transfer reactions are notoriously associated with the use of potentially explosive sulfonyl azides. The first 'sulfonyl-azide-free' (SAFE) protocol for producing diazo compounds from their active-methylene precursors via the Regitz diazo transfer reaction was developed and has displayed a remarkable substrate scope. It can be applied to generating arrays of diazo compounds for further evolution via combinatorial chemistry and a range of scaffold-generating transformations.