Kinetics of the highly selective liquid-phase oxidation of side chain alkyl groups in 2-methylpyrazine and picolines by selenium dioxide

Citation
S. Mukhopadhyay et Sb. Chandalia, Kinetics of the highly selective liquid-phase oxidation of side chain alkyl groups in 2-methylpyrazine and picolines by selenium dioxide, ORG PROC R, 3(6), 1999, pp. 455-459
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
3
Issue
6
Year of publication
1999
Pages
455 - 459
Database
ISI
SICI code
1083-6160(199911/12)3:6<455:KOTHSL>2.0.ZU;2-E
Abstract
Kinetics of the liquid-phase oxidation of alkyl groups in 2-methylpyrazine and picolines with selenium dioxide at moderate conditions were studied. Th us, 2-methylpyrazine was oxidized to pyrazinoic acid with selenium dioxide in pyridine at 115 degrees C with 99% selectivity at a 2-methylpyrazine con version of 100% in 8 h. It was deduced that the reaction follows second-ord er kinetics and the activation energy was found to be 35 kcal/mol, The same reaction-scheme was found to hold for picolines oxidation to obtain picoli nic acids, The byproduct selenium, formed in the reaction, was converted ba ck to selenium dioxide by nitric acid oxidation with 100% selectivity.