Reactions between certain organic (alkyl) halides and water produce alcohols. Consider the overall reacation for t-butyl bromide (2-bromo-2-methylpropane): (CH3);CBr(aq) + H;O(1)) → (CH);COH(aq) + H*(aq) + Br' (aq) The experimental rate law is Rate = k[(CH»);CBr(aq)] The accepted mechanism for the reaction is (1) (CH3);C-Br(aq) → (CH3);C*(aq) + Br'(aq) (2) (CH3);C*(aq) + H2O(I) → (CH5);C-OH2^(aq) (3) (CH3);C-OH2*(aq) → H*(aq) + CH);C-OH(aq) [slow] [fast] [fast] a. Why doesn't H2O appear in the rate law? b. Write the rate laws for the elementary steps. c. Identify the reaction intermediates and provide their chemical formulas d. Is the reaction mechanism consistent with the experimental rate law? State the rationale behind your answer.
Reactions between certain organic (alkyl) halides and water produce alcohols. Consider the overall reacation for t-butyl bromide (2-bromo-2-methylpropane): (CH3);CBr(aq) + H;O(1)) → (CH);COH(aq) + H*(aq) + Br' (aq) The experimental rate law is Rate = k[(CH»);CBr(aq)] The accepted mechanism for the reaction is (1) (CH3);C-Br(aq) → (CH3);C*(aq) + Br'(aq) (2) (CH3);C*(aq) + H2O(I) → (CH5);C-OH2^(aq) (3) (CH3);C-OH2*(aq) → H*(aq) + CH);C-OH(aq) [slow] [fast] [fast] a. Why doesn't H2O appear in the rate law? b. Write the rate laws for the elementary steps. c. Identify the reaction intermediates and provide their chemical formulas d. Is the reaction mechanism consistent with the experimental rate law? State the rationale behind your answer.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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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![Reactions between certain organic (alkyl) halides and water produce alcohols. Consider the overall reaction for t-butyl bromide (2-bromo-2-methylpropane):
\[(CH_3)_3CBr(aq) + H_2O(l) \rightarrow (CH_3)_3COH(aq) + H^+(aq) + Br^-(aq)\]
The experimental rate law is Rate = k[(CH_3)_3CBr(aq)]
The accepted mechanism for the reaction is:
1. \((CH_3)_3C-Br(aq) \rightarrow (CH_3)_3C^+(aq) + Br^-(aq)\) [slow]
2. \((CH_3)_3C^+(aq) + H_2O(l) \rightarrow (CH_3)_3COH_2^+(aq)\) [fast]
3. \((CH_3)_3C-OH_2^+(aq) \rightarrow H^+(aq) + (CH_3)_3C-OH(aq)\) [fast]
a. Why doesn’t H2O appear in the rate law?
b. Write the rate laws for the elementary steps.
c. Identify the reaction intermediates and provide their chemical formulas.
d. Is the reaction mechanism consistent with the experimental rate law? State the rationale behind your answer.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F2d2d1972-c98e-4db5-95f3-c3c8c65042ff%2Fc1288658-493b-46c3-b9db-20050eebeabf%2F1a5l9ra_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Reactions between certain organic (alkyl) halides and water produce alcohols. Consider the overall reaction for t-butyl bromide (2-bromo-2-methylpropane):
\[(CH_3)_3CBr(aq) + H_2O(l) \rightarrow (CH_3)_3COH(aq) + H^+(aq) + Br^-(aq)\]
The experimental rate law is Rate = k[(CH_3)_3CBr(aq)]
The accepted mechanism for the reaction is:
1. \((CH_3)_3C-Br(aq) \rightarrow (CH_3)_3C^+(aq) + Br^-(aq)\) [slow]
2. \((CH_3)_3C^+(aq) + H_2O(l) \rightarrow (CH_3)_3COH_2^+(aq)\) [fast]
3. \((CH_3)_3C-OH_2^+(aq) \rightarrow H^+(aq) + (CH_3)_3C-OH(aq)\) [fast]
a. Why doesn’t H2O appear in the rate law?
b. Write the rate laws for the elementary steps.
c. Identify the reaction intermediates and provide their chemical formulas.
d. Is the reaction mechanism consistent with the experimental rate law? State the rationale behind your answer.
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