2085-31-6

Basic information

• Product Name: 2-Diazo-1,3-diphenyl-1,3-propanedione
• Synonyms: 2-Diazo-1,3-diphenyl-1,3-propanedione
• CAS NO: 2085-31-6
• Molecular Formula: C₁₅H₁₀N₂O₂
• Molecular Weight: 0
• Mol File: 2085-31-6.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Diazo-1,3-diphenyl-1,3-propanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Diazo-1,3-diphenyl-1,3-propanedione(2085-31-6)
• EPA Substance Registry System: 2-Diazo-1,3-diphenyl-1,3-propanedione(2085-31-6)

Safety Data

• Hazardous Substances Data: 2085-31-6(Hazardous Substances Data)

Upstream product

• 120-46-7 1,3-diphenylpropanedione 
• 13340-00-6 Hydrazono-dibenzoylmethan 
• 624-90-8 Methanesulfonyl azide 
• 60-29-7 diethyl ether 
• 62961-62-0 (Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one 
• 643-75-4 1,3-diphenyl-propane-1,2,3-trione 
• 98-88-4 benzoyl chloride 
• 98-86-2 acetophenone 
• 30805-07-3 2-azido-4,6-dimethoxy-1,3,5-triazine 
• 941-55-9 4-toluenesulfonyl azide 

Downstream Products

• 63114-04-5 phenyl-(phenyl-[1,2,3]thiadiazol-4-yl)-ketone 
• 22468-40-2 N-phenyl-2,3-diphenylpropan-3-one-1-carboxamide 
• 40048-21-3 2,5,6-Triphenyl-4H-1,3-oxazin-4-on 
• 34025-26-8 2-(dimethyl-λ⁴-sulfaneylidene)-1,3-diphenylpropane-1,3-dione 
• 70376-12-4 2-oxo-5,6-diphenyl-3-propyl-2,3-dihydro-2λ⁴-[1,2,3]oxathiazin-4-one 
• 25352-01-6 2-Chlor-2-ethoxy-1.3-dioxo-1.3-diphenyl-propan 
• 70376-07-7 3-(2,6-dimethyl-phenyl)-2-oxo-5,6-diphenyl-2,3-dihydro-2λ⁴-[1,2,3]oxathiazin-4-one 
• 70376-05-5 3-(4-methoxy-phenyl)-2-oxo-5,6-diphenyl-2,3-dihydro-2λ⁴-[1,2,3]oxathiazin-4-one 
• 67566-11-4 5,6-diphenyl-2-p-tolyloxy-[1,3]oxazin-4-one 
• 29574-75-2 2,2-dihydroxy-1,3-diphenylpropan-1,3-dione 
• 643-75-4 1,3-diphenyl-propane-1,2,3-trione 
• 60532-74-3 3-(4-chloro-phenyl)-5,6-diphenyl-[1,3]oxazine-2,4-dione 
• 70375-99-4 2-benzoyl-N-cyclohexyl-2-phenyl-acetamide 
• 70375-95-0 2-Benzoyl-N-(4-methylphenyl)-2-phenylacetamid 

Relevant articles and documents

A method for efficient synthesis of dinitrous compounds

The present invention discloses a method for efficiently synthesizing a diazo compound, the method of organic matter with an active methylene as a raw material,NaN3 as an auxiliary reagent for diazo transfer,CH2Cl2 as a re

Rhodium-Catalyzed Aerobic Decomposition of 1,3-Diaryl-2-diazo-1,3-diketones: Mechanistic Investigation and Application to the Synthesis of Benzils

The conversion of 1,3-diaryl-2-diazo-1,3-diketones to 1,2-daryl-1,2-diketones (benzils) is reported based on a rhodium(II)-catalyzed aerobic decomposition process. The reaction occurs at ambient temperatures and can be catalyzed by a few dirhodium carboxylates (5 mol %) under a balloon pressure of oxygen. Moreover, an oxygen atom from the O2 reagent is shown to be incorporated into the product, and this is accompanied by the extrusion of a carbonyl unit from the starting materials. Mechanistically, it is proposed that the decomposition may proceed via the interaction of a ketene intermediate resulting from a Wolff rearrangement of the carbenoid, with a rhodium peroxide or peroxy radical species generated upon the activation of molecular oxygen. The proposed mechanism has been supported by the results from a set of controlled experiments. By using this newly developed strategy, a large array of benzil derivatives as well as 9,10-phenanthrenequinone were synthesized from the corresponding diazo substrates in varying yields. On the other hand, the method did not allow the generation of benzocyclobutene-1,2-dione from 2-diazo-1,3-indandione because of the difficulty of inducing the initial rearrangement.

Amino-modified Merrifield resins as recyclable catalysts for the safe and sustainable preparation of functionalized α-diazo carbonyl compounds

Amino-functionalized polystyrene polymers derived from Merrifield resins were prepared and characterized. These basic materials were successfully employed as heterogeneous catalysts in the diazo transfer reaction to 1,3-dicarbonyl compounds, furnishing the corresponding diazo compounds in good to excellent yields and in relatively short reaction times. In addition, the work-up and purification protocols are simple and do not generate large amounts of waste, which are important features in sustainable catalysis and environmentally benign processes. The feasibility of the recovery and reuse of the amino-modified catalysts was also verified, since they can be employed up to five times without appreciable loss of catalytic activity. This straightforward procedure can be readily scaled up to gram scale, enabling the wide application of this method. The synthetic potential was demonstrated through the two-step preparation of 2-amino-N-dodecylacetamide (ANDA), a small molecule of commercial relevance.