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Solved: The bromination of acetone is acid-catalyzed:

Chapter 13, Problem 13.79

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QUESTION:

The bromination of acetone is acid-catalyzed: CH3COCH3 Br2 88 catal H y Sst CH3COCH2Br H Br The rate of disappearance of bromine was measured for several different concentrations of acetone, bromine, and H1 ions at a certain temperature: Rate of Disappearance [CH3COCH3] [Br2] [H ] of Br2 (M/s) (1) 0.30 0.050 0.050 5.7 10 5 (2) 0.30 0.10 0.050 5.7 10 5 (3) 0.30 0.050 0.10 1.2 10 4 (4) 0.40 0.050 0.20 3.1 10 4 (5) 0.40 0.050 0.050 7.6 10 5 (a) What is the rate law for the reaction? (b) Determine the rate constant. (c) The following mechanism has been proposed for the reaction: B O B (fast equilibrium) CH3OCOCH3 H3O 34 CH3OCOCH3 H2O OH A CH (slow) 3OCOCH3 H2O 88n CH3OCPCH2 H3O OH B OH A CH (fast) 3OCPCH2 Br2 88n CH3OCOCH2Br HBr O B OH Show that the rate law deduced from the mechanism is consistent with that shown in (a).

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QUESTION:

The bromination of acetone is acid-catalyzed: CH3COCH3 Br2 88 catal H y Sst CH3COCH2Br H Br The rate of disappearance of bromine was measured for several different concentrations of acetone, bromine, and H1 ions at a certain temperature: Rate of Disappearance [CH3COCH3] [Br2] [H ] of Br2 (M/s) (1) 0.30 0.050 0.050 5.7 10 5 (2) 0.30 0.10 0.050 5.7 10 5 (3) 0.30 0.050 0.10 1.2 10 4 (4) 0.40 0.050 0.20 3.1 10 4 (5) 0.40 0.050 0.050 7.6 10 5 (a) What is the rate law for the reaction? (b) Determine the rate constant. (c) The following mechanism has been proposed for the reaction: B O B (fast equilibrium) CH3OCOCH3 H3O 34 CH3OCOCH3 H2O OH A CH (slow) 3OCOCH3 H2O 88n CH3OCPCH2 H3O OH B OH A CH (fast) 3OCPCH2 Br2 88n CH3OCOCH2Br HBr O B OH Show that the rate law deduced from the mechanism is consistent with that shown in (a).

ANSWER:

Step 1 of 4

The given reaction is as follows;

                               

Experiment

1

0.30

0.050

0.050

2

0.30

0.10

0.050

3

0.30

0.050

0.10

4

0.40

0.050

0.20

5

0.40

0.050

0.050

 

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