10252-60-5

Upstream product

• 815-57-6 3-Methyl-2,4-pentanedione 
• 100-16-3 4-nitrophenylhydrazone 
• 5920-38-7 1-p-nitrophenyl 3,5,5-trimethyl Δ²-pyrazoline 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 81586-03-0 bis-(4-nitrophenylhydrazone) of 3-methyl-pentane-2,4-dione 
• 636-99-7 4-nitrophenylhydrazine hydrochloride 

Relevant academic research and scientific papers

Reactions of Mercury(II) Acetate with Nitrogen Compounds. Part 9. Oxidations of the Bis-(4-nitrophenylhydrazone)s of Some 1,3-Diketones with Mercury(II) Acetate and Lead(IV) Acetate

Oxidation of bis-(4-nitrophenylhydrazone)s of 1,3-diketones containing an α-CH between the hydrazone chains resulted in cyclization with fragmentation, giving pyrazoles.The reaction is considered to involve dehydrogenation of the conjugated tautomeric enamine form of the bis-hydrazone, giving a cis-azo-hydrazono-alkene intermediate.When the postulated azo-hydrazono-alkene intermediate had trans-stereochemistry, unfavourable for cyclization, as in the oxidation of cycylohexa-1,3-dione bis-(4-nitrophenylhydrazone), the azo-alkene was stable and was the main product.When the conjugated enamine tautomeric form of the 1,3-bis-hydrazone cold not exist, as with 3,3-dimethylpentane-2,4-dione bis-(4-nitrophenylhydrazone), pyrazoles were not formed and the hydrazone chains behaved as isolated monohydrazones.