65626-65-5Relevant academic research and scientific papers
The reaction of phenylhydrazine with squaric acid: A model for carbohydrate osazone formation
El Khadem,Shalaby,Coxon,Fatiadi
, p. 85 - 93 (2007/10/02)
The reaction of squaric acid (1) with phenylhydrazine yields cyclobutanetetraone poly(phenylhydrazones) (2-4), as reported earlier, as well as squaric acid derivatives, reported here. The latter products are a salt, 1,3-dianilinocyclobutenediylium-2,4-dio
Reactions of Squaric Acid with Phenylhydrazine: Structure and Nuclear Magnetic Resonance Spectroscopy of Cyclobutanetetraone Poly(phenylhydrazones)
Khadem, Hassan S. El,Shalaby, M. Ashraf,Coxon, Bruce,Fatiadi, Alexander J.
, p. 1511 - 1518 (2007/10/02)
The reaction of squaric acid 1 with phenylhydrazine affords three cyclobutanetetraone poly(phenylhydrazones), viz. a tetrakis(phenylhydrazone) 3, a tris(phenylhydrazone) 4a 4b and a 1,3-bis(phenylhydrazone) 5.The structure of these compounds has been determined by IR, MS and 1H and 13C NMR spectroscopy, including 2D COSY, and 1H-detected, single- and multiple-bond 2D carbon-proton chemical-shift-correlation techniques.Chemical methods were also used to elucidate the structure of bis(phenylhydrazone) 5, including its synthesis and that of its N-methyl-N-phenyl andN,N-diphenyl analogues 8 and 9 from cyclobutanetetraone, and the preparation of a quinoxaline 7 to establish the 1,3-arrangement of substituents.
