The reaction between ethanedioyl (oxalyl) dihalides and Ag2C2O4: a route to Staudinger's elusive ethanedioic (oxalic) acid anhydride

Ethanedioic (oxalic) acid anhydride 1 was prepared for the first time and its dimeric cyclic nature established by spectroscopic and chemical evidence. The strong instability of 2-chloro-2-oxoethanoic acid 3 was incidentally observed. The chemical behaviour of 1 with MeOH and CH2N2 was investigated.

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Bibliographic Details
Published inJournal of the Chemical Society, Perkin Transactions 1 no. 16; pp. 2553 - 2557
Main Authors Strazzolini, P, Gambi, A, Giumanini, AG, Vancik, H
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.08.1998
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:Ethanedioic (oxalic) acid anhydride 1 was prepared for the first time and its dimeric cyclic nature established by spectroscopic and chemical evidence. The strong instability of 2-chloro-2-oxoethanoic acid 3 was incidentally observed. The chemical behaviour of 1 with MeOH and CH2N2 was investigated.
ISSN:0300-922X
1364-5463
DOI:10.1039/a803430c