Comparison of RC(=O)=OOH, RC(=O)O-OH and R(C=O)OO-H bond dissociation energies with RC-OOH, RCO-OH and RCOO-H, R as phenyl, vinyl and alkyl groups

Document Type

Article

Publication Date

7-1-2015

Abstract

Abstract Bond dissociation energies (BDE) on a series of peracids RC(=O)OOH, hydroperoxides ROOH and the corresponding peroxy radicals RC(=O)OO• and RCOO• are calculated. BDE's are compared to provide information on influence of the carbonyl group (-C=(O)) on the bond dissociation energies in these systems. DFT, G3MP2B3 and G3 calculation methods with isodesmic reaction methods are used for the enthalpies. The RC(=O)=OOH, RC(=O)OOH and RC(O)O-OH bond energies are considerably stronger in systems containing the carbonyl group. The stronger BDE's to the carbonyl peroxy oxygen may provide increased stability for benzoyl and alkyl-carbonyl compared to alkyl peroxy nitrates.

Identifier

84929340031 (Scopus)

Publication Title

Chemical Physics Letters

External Full Text Location

https://doi.org/10.1016/j.cplett.2015.03.040

ISSN

00092614

First Page

102

Last Page

112

Volume

629

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