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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

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

Chemistry: The Molecular Science
Chemistry: The Molecular Science
5th Edition
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:John W. Moore, Conrad L. Stanitski
Chapter4: Energy And Chemical Reactions
Section: Chapter Questions
Problem 120QRT
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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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