The synthesis of peroxyesters

The aim of the work described herein was to establish an alternative route to peroxyester formation, using milder conditions and following a more simplified laboratory procedure to those of methods presently known The positive results obtained were via carbocation intermediates, and disproved the claim by Magelli and Sheppard et al.' that peroxyesters could not be synthesised by the alkylation of peroxyacids or their salts. The new procedure tended to be more successful in forming tertiary peroxyesters, and stable primary allylic and benzyl peroxyesters were also seen. Tertiary-butyl 3-chloroperoxybenzoate, a new compound, was formed and its spectroscopic data recorded. Two previously unknown peroxyesters were also formed, namely prop-2-enyl and benzyl 3-chloroperoxybenzoate, and their 'H NMR spectra were recorded. The method did not yield simple primary peroxyesters. As well as the peroxyesters formed, other organic peroxides too were prepared or purified and analysed. This thesis also provides IR, and 'H and 13 C NMR spectra of high resolution previously unseen, together with details of a new route to peroxyester synthesis and new compounds.

Level dc:type.qualificationlevel

mphil

Grantor dc:publisher.institution

University of Greenwich

Year dc:date.issued

1994

Author dc:creator

• Newman, Fiona

Advisors dc:contributor.advisor

• Brown, Geoff
• Mitchell, John

• QD Chemistry

Language dc:language

en