Rearrangements of free radicals during 2-naphthol synthesis from 2-isopropylnaphthalene

The rearrangements of free radicals originated from 2-(2-naphthyl)-1-methylethylhydroperoxide and 2-(1-naphthyl)-1-methylethylhydroperoxide, i.e. from the molecules involved in the process of production of 2-naphthol from 2-isopropylnaphthalene, were investigated using theoretical methods (DFT). Mor...

Full description

Saved in:
Bibliographic Details
Published in:Journal of molecular structure. Theochem 2006-01, Vol.758 (1), p.75-79
Main Authors: Fiedorow, Piotr, Pasikowska, Magdalena, Koroniak, Henryk, Mazurkiewicz, Roman, Zawadiak, Jan, Orlińska, Beata, Stec, Zbigniew, Grymel, Mirosława
Format: Article
Language:English
Subjects:
DFT
Free radical rearrangements
Molecular modelling
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The rearrangements of free radicals originated from 2-(2-naphthyl)-1-methylethylhydroperoxide and 2-(1-naphthyl)-1-methylethylhydroperoxide, i.e. from the molecules involved in the process of production of 2-naphthol from 2-isopropylnaphthalene, were investigated using theoretical methods (DFT). Moreover, the study was aimed at finding origins of inhibition of the process of 2-isopropenyloxynapthalene oxidation due to the contamination of raw material with 1-isopropylnaphthalene (1-IPN). It has been found that one of the reaction paths involving the rearrangement of a free radical originated from 1-IPN can be responsible for the process of inhibition.
ISSN:0166-1280
1872-7999
DOI:10.1016/j.theochem.2005.10.006