Synthesis, characterization and antimicrobial evaluation of quaternary ammonium salts from an epoxide, ethanolamines and a long chain haloalkane

dc.contributor.authorEnyia, Chibuike
dc.date.accessioned2026-03-16T13:53:36Z
dc.date.available2026-03-16T13:53:36Z
dc.date.issued2021-09
dc.descriptionThis thesis is for the award of Master Science (M.Sc.) in Chemistry, Organic Chemistry Option
dc.description.abstractQuaternary ammonium compounds were synthesized through epoxide ring opening with ethanolamines, and subsequent quaternization with cetylbromide. Fourier Transform Infrared (FTIR) spectrometric analyses of the two intermediates N-hydroxyethyl-N-methyl-2-hydroxy-3-phenoxypropylamine and N-hydroxyethyl –N,N-(bis)-[2-hydroxy-3-phenoxypropyl] amine and their corresponding starting materials showed a disappearance of the N-H stretch of the amines at 3291.2 cm-1 3350.9 cm-1, 3287.5 cm-1 and the appearance of a broad secondary O-H peaks at 3347.1 cm-1 and 3365.8 cm-1 from the ring opening of the epoxide group. Mass spectrometric analysis of the final product Ncetyl-N-hydroxyethyl–N-methyl-2-hydroxy-3-phenoxypropyl ammonium bromide showed the presence of the molecular ion (M+) peak m/z = 451.0, while that of N-cetyl-N-hydroxyethyl-N,N-(bis)-[2-hydroxy-3-phenoxypropyl]ammonium bromide showed m/z = 587.0. The antibacterial activities of the intermediate and the final products were investigated, relative to ampicillin which was used as a reference, the synthesized quaternary ammonium salts exhibited good antibacterial activity on a number of bacteria strains especially against Gram-positive bacteria with the following zones of inhibition: Staphylococcus aureus (23 mm and 23 mm), Lactobacillus spp (24 mm and 25 mm), Escherichia coli (14 mm and 16 mm), Salmonella enteric (12 mm and 14 mm) and Klebsiella spp (14 mm and 14 mm).
dc.identifier.citationEnyia, C. (2021). Synthesis, characterization and antimicrobial evaluation of quaternary ammonium salts from an epoxide, ethanolamines and a long chain haloalkane [Unpublished Master's Thesis]. Federal University of Technology, Owerri, Nigeria
dc.identifier.urihttps://repository.futo.edu.ng/handle/20.500.14562/2376
dc.language.isoen
dc.publisherFederal University of Technology, Owerri
dc.rightsAttribution-NonCommercial-ShareAlike 4.0 Internationalen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/
dc.subjectQuaternization
dc.subjectmass spectrometry
dc.subjectinfrared spectrometry
dc.subjecthydroxyl functional group and zone of inhibition
dc.subjectDepartment of Chemistry
dc.titleSynthesis, characterization and antimicrobial evaluation of quaternary ammonium salts from an epoxide, ethanolamines and a long chain haloalkane
dc.typeMaster’s Thesis

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