The mechanism of the given reaction is to be suggested and the explanation of the formation of the products, when ( CH 3 ) 2 CHCHO and Ba ( OH ) 2 / H 2 O are heated in a sealed tube, is to be provided. Concept Introduction: ▸ Cannizzaro reaction is the oxidation and reduction reaction in a strong base. ▸ The Cannizzaro reaction is a process in which carbonyl compound without alpha hydrogens form into carboxylic acid and an alcohol. ▸ An aldol condensation is the condensation reaction in which an enolate reacts with the carbonyl compound to form a β − hydroxyketone .

Question

A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. If this reaction could be accomplished using H2 and a nickel catalyst, would the product be optically active? Explain.

Answer 1

Question

Chapter 18, Problem 31P

Interpretation Introduction

Interpretation:

The mechanism of the given reaction is to be suggested and the explanation of the formation of the products, when (CH3)2CHCHO and Ba(OH)2/H2O are heated in a sealed tube, is to be provided.

Concept Introduction:

▸ Cannizzaro reaction is the oxidation and reduction reaction in a strong base.

▸ The Cannizzaro reaction is a process in which carbonyl compound without alpha hydrogens form into carboxylic acid and an alcohol.

▸ An aldol condensation is the condensation reaction in which an enolate reacts with the carbonyl compound to form a β−hydroxyketone.

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A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. Is the product capable of showing optical activity? If it is, explain how.