a) Sketch the energy diagram for the conversion of tertiary butyl bromide to methyl t-butyl ether. Note that this is a two step reaction with the t-butyl cation as an intermediate. Assume that this is overall an exothermic reaction. Show the location of both transition states and the intermediate. The first step has the higher energy of activation and is the rate determining step. (CH3)3C-Br ------> (CH3)3C+ + Br- (CH3)3C+ + H3CO- ------> (CH3)3C-O-CH3 (b)Draw the curved arrow mechanism and the transition state when the tertiary butyl carbocation reacts with the methoxide ion to give an ether. (CH3)3C+ + H3CO- ------> (CH3)3C-O-CH3
a) Sketch the energy diagram for the conversion of tertiary butyl bromide to methyl t-butyl ether. Note that this is a two step reaction with the t-butyl cation as an intermediate. Assume that this is overall an exothermic reaction. Show the location of both transition states and the intermediate. The first step has the higher energy of activation and is the rate determining step. (CH3)3C-Br ------> (CH3)3C+ + Br- (CH3)3C+ + H3CO- ------> (CH3)3C-O-CH3 (b)Draw the curved arrow mechanism and the transition state when the tertiary butyl carbocation reacts with the methoxide ion to give an ether. (CH3)3C+ + H3CO- ------> (CH3)3C-O-CH3
Chemistry
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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a) Sketch the energy diagram for the conversion of tertiary butyl bromide to methyl t-butyl ether. Note that this is a two step reaction with the t-butyl cation as an intermediate. Assume that this is overall an exothermic reaction. Show the location of both transition states and the intermediate. The first step has the higher energy of activation and is the rate determining step.
(CH3)3C-Br ------> (CH3)3C+ + Br-
(CH3)3C+ + H3CO- ------> (CH3)3C-O-CH3
(b)Draw the curved arrow mechanism and the transition state when the tertiary butyl carbocation reacts with the methoxide ion to give an ether.
(CH3)3C+ + H3CO- ------> (CH3)3C-O-CH3
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