Gas-Phase Infrared and NMR Investigation of the Conformers of Diacetone Diperoxide (DADP)

Chunlei Guo, John Persons, Jeffrey N. Woodford, Gerard S. Harbison

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

Gas-phase infrared measurements of diacetone diperoxide (DADP) indicate a chair conformation with less than 5% of the predicted twist conformer. Vibrational frequencies are very similar to those previously measured in the solid state. Solution NMR measurements using 2D exchange spectroscopy (EXSY) also set a very low maximum limit on the equilibrium population of the twist conformer, with a room-temperature free-energy difference in excess of 14.5 kJ/mol. These experimental results are in accord with high-level quantum calculations incorporating full thermochemistry and solvation effects, which indicate a free-energy difference in the range of 14.7-17.5 kJ/mol in polar solvents.

Original languageEnglish (US)
Pages (from-to)10221-10228
Number of pages8
JournalJournal of Physical Chemistry A
Volume119
Issue number40
DOIs
StatePublished - Oct 8 2015

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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