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A Theoretical Investigation of Gas Phase OH-Initiated Acenaphthylene Degradation Reaction

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  1. 1 College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China
Computational Chemistry·Volume 05, Issue 1·Pages 22–37·Published 6 January 2017·DOI10.4236/cc.2017.51003
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Abstract

The mechanisms for OH-initiated acenaphthylene degradation reactions are investigated theoretically by using the density function theory method at M06-2X/aug-cc-pVTZ level in the present paper. There are two possible reaction pathways for the degradation processes have been predicted: the hydrogen abstraction pathway and the hydroxyl addition elimination pathway. Additionally, the formation mechanism for a series of the products such as epoxide, naphthalene-1,8-dicarbaldehyde, dialdehydes, 1-acenaphthenone and nitroacenaphthylene are discussed in detail as well. From the analyses of the decomposition of OH-acenaphthylene adducts, it is found that the favorable reaction with O2/NO is to form the acenaphthenone rather than epoxide, and the most stable isomer is acenaphthenone react from the C1-site reaction. The advantage reaction pathway with NO2 is to form nitroacenaphthylene and nitroacenaphthylenol from C1-site, too.

KeywordsPolycyclic Aromatic HydrocarbonsAcenaphthyleneGas PhaseNitroacenaphthyleneDegradation
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