{"id":{"repo_id":"massey","oai_identifier":"oai:mro.massey.ac.nz:10179/13109"},"canonical_url":"https://search.dev.ndltd.org/etd/massey/oai:mro.massey.ac.nz:10179/13109","repository":{"repo_id":"massey","name":"Massey University","base_url":"https://mro.massey.ac.nz/server/oai/request"},"display":{"title":"The primary hydrogen kinetic isotope effect in the elimination from 2-phenethyl systems : a thesis presented in partial fulfilment of the requirements for the degree of Master of Science with Honours in Chemistry at Massey University","abstract":"The primary kinetic isotope effects for the base-catalysed E2 elimination from a series of substituted 2-phenethyl bromides and 2-phenethyldimethylsulphonium bromides in dimethyl sulphoxide-water as solvent at 20° have been measured. A broad maximum in the isotope effect was observed for the 2-phenethyl bromides. The Hammett p value for each reaction series at 20° has also been determined and both were large and positive. Arrhenius plots using the kH/kD ratios for each of the p-MeO substituted compounds at 20°, 30° and 40° were carried out to determine the importance of proton tunnelling in these reactions. The usefulness of the primary Kinetic isotope effect as a measure of proton position in the E2 transition states for these reactions is discussed.","abstract_html":"The primary kinetic isotope effects for the base-catalysed E2 elimination from a series of substituted 2-phenethyl bromides and 2-phenethyldimethylsulphonium bromides in dimethyl sulphoxide-water as solvent at 20° have been measured. A broad maximum in the isotope effect was observed for the 2-phenethyl bromides. The Hammett p value for each reaction series at 20° has also been determined and both were large and positive. Arrhenius plots using the kH/kD ratios for each of the p-MeO substituted compounds at 20°, 30° and 40° were carried out to determine the importance of proton tunnelling in these reactions. The usefulness of the primary Kinetic isotope effect as a measure of proton position in the E2 transition states for these reactions is discussed.","abstract_has_math":false,"creators":["Woodhead, John Leslie"],"institution":null,"degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":1974,"date_issued":"1974","date_published":"1974","updated_at":"2026-07-27T20:18:10Z","subjects":["Chemical kinetics","Protons"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["hdl:10179/13109"],"render_values":[{"text":"hdl:10179/13109","href":null,"code":true}]}]},"links":{"outbound_url":null,"outbound_label":null,"outbound_source":null},"metadata_groups":[{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.issued","label":"Date","values":["1974"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemical kinetics","Protons"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["hdl:10179/13109"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.other","label":"Dc Description Other","values":["The primary kinetic isotope effects for the base-catalysed E2 elimination from a series of substituted 2-phenethyl bromides and 2-phenethyldimethylsulphonium bromides in dimethyl sulphoxide-water as solvent at 20° have been measured. A broad maximum in the isotope effect was observed for the 2-phenethyl bromides. The Hammett p value for each reaction series at 20° has also been determined and both were large and positive. Arrhenius plots using the kH/kD ratios for each of the p-MeO substituted compounds at 20°, 30° and 40° were carried out to determine the importance of proton tunnelling in these reactions. The usefulness of the primary Kinetic isotope effect as a measure of proton position in the E2 transition states for these reactions is discussed."]},{"key":"dc:title","label":"Title","values":["The primary hydrogen kinetic isotope effect in the elimination from 2-phenethyl systems : a thesis presented in partial fulfilment of the requirements for the degree of Master of Science with Honours in Chemistry at Massey University"]}]}],"canonical_facts":{"dc:date.issued":["1974"],"dc:description.other":["The primary kinetic isotope effects for the base-catalysed E2 elimination from a series of substituted 2-phenethyl bromides and 2-phenethyldimethylsulphonium bromides in dimethyl sulphoxide-water as solvent at 20° have been measured. A broad maximum in the isotope effect was observed for the 2-phenethyl bromides. The Hammett p value for each reaction series at 20° has also been determined and both were large and positive. Arrhenius plots using the kH/kD ratios for each of the p-MeO substituted compounds at 20°, 30° and 40° were carried out to determine the importance of proton tunnelling in these reactions. The usefulness of the primary Kinetic isotope effect as a measure of proton position in the E2 transition states for these reactions is discussed."],"dc:identifier":["hdl:10179/13109"],"dc:subject":["Chemical kinetics","Protons"],"dc:title":["The primary hydrogen kinetic isotope effect in the elimination from 2-phenethyl systems : a thesis presented in partial fulfilment of the requirements for the degree of Master of Science with Honours in Chemistry at Massey University"],"dc:type":["Thesis"]},"updated_at":"2026-07-27T20:18:10Z"}