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Confirmation of the structure of the bicyclic oxidation product of dehydroascorbic acid bis‐phenylhydrazone
Author(s) -
El Khadem Hassan S.,
El Ashry El Sayed H.,
Jaeger David L.,
Kreishman George P.,
Foltz Rodger L.
Publication year - 1980
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570170605
Subject(s) - chemistry , bicyclic molecule , mass spectrometry , nuclear magnetic resonance spectroscopy , spectroscopy , dehydroascorbic acid , ascorbic acid , ion , stereochemistry , organic chemistry , chromatography , physics , food science , quantum mechanics
Abstract The structure of the bicyclic oxidation product of dehydro L ‐ascorbic acid has been confirmed by detailed mass spectroscopy and 13 C nmr spectroscopy as 3 . This structure was put in doubt, when electron ionization mass spectroscopy detected a molecular peak two mass units higher than expected. Careful experiments at low temperature revealed that the molecular ion disproportionates when heated, giving ion 2 or one of its isomers.