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Date of Award
Master of Science (MS)
Harold S. Choguill
Halogenated nitroparaffins reacted with nucleophilic reagents to give replacement and elimination of the halogen. 1-Chloro- and 1-bromo-1nitropropane gave replacement with iodide and elimination of HX with ethoxide and hydroxide. A rate study was made to determine order of reaction between the halogenated nitroparaffins and sodium ethoxide in absolute ethanol. The research confirmed that the probable reaction of sodium ethoxide with 1-Chloro-1-nitropropane in ethanol is a second order reaction with the rate of constant 2.73 x 10[-2] moles sec [-1] liter [-1]. The rate determining step is indicated with the halide and the hydrogen departing simultaneously, and with the proton being pulled off by a base. [Equation here]. The reaction of sodium ethoxide with 1-bromo-1-nitropropane in ethanol is also a second order reaction with the rate constant of 3.11 x 10[-2] moles sec [-1] liter [-1]. The rate determining step is indicated the same type as the above equation.
Copyright 1973 Kathy Lai
Lai, Kathy Yak-Hung, "Nucleophilic Reactions of 1-Halogenated Nitropropane" (1973). Master's Theses. 1460.