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Chapter 12 Problems in Organic Chemistry

This document contains 5 problems about reaction mechanisms and kinetics from Chapter 12 of Organic Chemistry. Problem 1 asks about the stability of intermediates in ester formation from acid chlorides or anhydrides and which would form from treating an ester with acid. Problem 2 suggests a mechanism for a third-order ketone reaction. Problem 3 asks to draw an energy profile diagram for the reaction and identify the slow step. Problem 4 asks how solvent changes would affect the reactions. Problem 5 asks about the effects of acid and base on the equilibria.

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13 views2 pages

Chapter 12 Problems in Organic Chemistry

This document contains 5 problems about reaction mechanisms and kinetics from Chapter 12 of Organic Chemistry. Problem 1 asks about the stability of intermediates in ester formation from acid chlorides or anhydrides and which would form from treating an ester with acid. Problem 2 suggests a mechanism for a third-order ketone reaction. Problem 3 asks to draw an energy profile diagram for the reaction and identify the slow step. Problem 4 asks how solvent changes would affect the reactions. Problem 5 asks about the effects of acid and base on the equilibria.

Uploaded by

aggelisgeorge8546
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Download as PDF, TXT or read online on Scribd

Problems for Chapter 12 12

PROBLEM 1
In the comparison of stability of the last intermediates in the substitution at the
carbonyl group of acid chlorides or anhydrides to make esters (chapter 10) we
preferred one of these intermediates to the other:

Why is the one more stable than the other? If you were to treat an ester with
acid, which of the two would be formed?

PROBLEM 2
This reaction shows third-order kinetics as the rate expression is

rate = [ketone][HO ]2

Suggest a mechanism for the reaction.

PROBLEM 3
Draw an energy profile diagram for this reaction. You will of course need to draw
the mechanism first. Suggest which step in this mechanism is likely to be the slow
step and what kinetics would be observed
40 Problems to accompany Organic Chemistry

PROBLEM 4
What would be the effect of solvent changes on these reactions? Would the
reactions be accelerated or retarded by a change from a polar to a non-polar
solvent?

PROBLEM 5
Comment on the effect of acid and base on these equilibria.

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