8 Reactions between certain organic (alkyl) halides and water produce alcohols. Consider the overall reaction for t-butyl bromide (2-bromo-2-methylpropane). (CH3)3CBr(aq) + H2O(1) →(CH3)3COH(aq) + H*(aq) + Br "(ag) k[(CH3)3CB1]. The accepted mechanism for the The experimental rate law is rate = %3D reaction is shown below. (1) (CH3)3C-Br(aq) →(CH3)3C*(aq) + Br "(aq) [slow] (2) (CH3)3C*(aq) + H2O(1) →(CH3)3C-OH2*(aq) [fast] (3) (CH3)3C-OH2*(aq) →H*(aq) + (CH3)3C-OH(aq) [fast] a) Why doesn't H2O appear in the rate law? b) Write rate laws for the elementary steps. c) What intermediates appear in the mechanism? d) Show that the mechanism is consistent with the experimental rate law. ed to the of consumption of N

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Chapter11: Chemical Kinetics
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8 Reactions between certain organic (alkyl) halides and water produce alcohols.
Consider the overall reaction for t-butyl bromide (2-bromo-2-methylpropane).
(CH3)3CBr(aq) + H2O(1) →(CH3)3COH(aq) + H*(aq) + Br "(ag)
k[(CH3)3CB1]. The accepted mechanism for the
The experimental rate law is rate =
%3D
reaction is shown below.
(1) (CH3)3C-Br(aq) →(CH3)3C*(aq) + Br "(aq)
[slow]
(2) (CH3)3C*(aq) + H2O(1) →(CH3)3C-OH2*(aq)
[fast]
(3) (CH3)3C-OH2*(aq) →H*(aq) + (CH3)3C-OH(aq) [fast]
a) Why doesn't H2O appear in the rate law?
b) Write rate laws for the elementary steps.
c) What intermediates appear in the mechanism?
d) Show that the mechanism is consistent with the experimental rate law.
ed to the
of consumption of N
Transcribed Image Text:8 Reactions between certain organic (alkyl) halides and water produce alcohols. Consider the overall reaction for t-butyl bromide (2-bromo-2-methylpropane). (CH3)3CBr(aq) + H2O(1) →(CH3)3COH(aq) + H*(aq) + Br "(ag) k[(CH3)3CB1]. The accepted mechanism for the The experimental rate law is rate = %3D reaction is shown below. (1) (CH3)3C-Br(aq) →(CH3)3C*(aq) + Br "(aq) [slow] (2) (CH3)3C*(aq) + H2O(1) →(CH3)3C-OH2*(aq) [fast] (3) (CH3)3C-OH2*(aq) →H*(aq) + (CH3)3C-OH(aq) [fast] a) Why doesn't H2O appear in the rate law? b) Write rate laws for the elementary steps. c) What intermediates appear in the mechanism? d) Show that the mechanism is consistent with the experimental rate law. ed to the of consumption of N
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