4-Isopropylpyridine hydroperoxide crystals resulting from the aerobic oxidation of a 4-isopropylpyridine/4-propylpyridine mixture

Evgenia Vaganova*, Ellen Wachtel, Gregory Leitus, David Danovich, Shlomo Yitzchaik

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

We model the interaction of side-chain and end-chain groups of poly(4-vinylpyridine) by a 5:1 molar ratio mixture of 4-isopropylpyridine (side-chain model) and 4-propylpyridine (end-chain model). We find that the 4-isopropylpyridine in the mixture is oxidized in a slow air flow to produce 4-isopropylpyridine hydroperoxide which in turn precipitates as lamellar crystals with monoclinic structure. The fact that the peroxide group is exchanged for the hydrogen of the tertiary carbon demonstrates the high activity of the latter and gives strong support for its involvement in the self-protonation mechanism proposed earlier for the poly(4-vinylpyridine)/ pyridine gel.

Original languageAmerican English
Pages (from-to)4555-4559
Number of pages5
JournalJournal of Physical Chemistry B
Volume113
Issue number14
DOIs
StatePublished - 9 Apr 2009

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