Kinetics of the reaction of N-Methylacetamide with hypobromous acid

Thesis (M.A.)--Boston University === PLEASE NOTE: Boston University Libraries did not receive an Authorization To Manage form for this thesis or dissertation. It is therefore not openly accessible, though it may be available by request. If you are the author or principal advisor of this work and wou...

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Main Author: Knox, Jane Levitas
Language:en_US
Published: Boston University 2019
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Online Access:https://hdl.handle.net/2144/36867
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Summary:Thesis (M.A.)--Boston University === PLEASE NOTE: Boston University Libraries did not receive an Authorization To Manage form for this thesis or dissertation. It is therefore not openly accessible, though it may be available by request. If you are the author or principal advisor of this work and would like to request open access for it, please contact us at open-help@bu.edu. Thank you. === N-methylacetamide reacts with hypobromous acid to form N-bromo-N-methylacetamide and water. The kinetics of the reaction were studied spectrophotometrically using a Cary 14 spectrophotometer to observe the absorption of hypobromous acid at 3300 A. The reaction in aqueous solution is reversible under the mildly basic conditions at which it was studied and is of the type A + B --> C if water is disregarded since its concentration remains constant. Borate and carbonate buffers, pH 8.5-10.0, were used to keep the pH constant. An analysis of the kinetic data showed that the undissociated hypobromous acid reacts with N-methylacetamide in a second order reaction. Extinction coefficients of hypobromous acid were determined using concentrations known from iodometric titrations. The values increase with pH from 111 liters/mole at pH 8.5 to 265 liters/mole at pH 10 in borate buffers at 26.5°C. Extinction coefficients of N-bromo-N-methylacetamide were determined by forcing the reaction to completion using excess N-methylacetamide which does not absorb at 3300 A. Values of 24-26 liters/mole in borate buffers at 26.5°C were found. Extinction coefficients in carbonate buffer are of the same order of magnitude. [TRUNCATED] === 2031-01-01