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Chapter 16: Q26P (page 759)

What are the products of the following reactions?

Short Answer

Expert verified

a.

b.

c.

d.

Step by step solution

01

Step-by-step solutionStep 1: Reduction by sodium borohydride (a & b)

Sodium borohydride is a weak reducing agent which can reduce the carbonyl group of aldehyde or ketone but cannot reduce the carbonyl group of carboxyl acid and its derivatives and a carbon-carbon double bond.

Sodium borohydride converts the aldehyde group into primary alcohol and ketone to a secondary alcohol.

a.

Reaction (a)

b.

Reaction (b)

Sodium borohydride cannot reduced the ester group can only reduce the ketone group, and convert cyclohexanone to cyclohexanol.

02

Catalytic hydrogenation (c)

The addition of hydrogen in presence of metal like palladium can reduce the carbon-carbon double bond but cannot reduce the carbonyl group of aldehyde and ketone.

Reaction(c)

03

Reduction by Lithium aluminum hydride (d)

Lithium aluminumhydride is a strong reducing agent. It can reduce all double bonds.

Reaction (d)

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Most popular questions from this chapter

Which ketone forms the most hydrate in an aqueous solution?

Question:Explain why acetals do not react with nucleophiles.

Question:Using bromocyclohexane as a starting material, how could you synthesize the following compounds?

Draw the structure for each of the following:

a. isobutyraldehyde

b. 4-hexenal

c. diisopentyl ketone

d. 3-methylcyclohexanone

e. 2,4-pentanedione

f. 4-bromo-3-heptanone

g. γ-bromocaproaldehyde

h. 2-ethylcyclopentanecarbaldehyde

i. 4-methyl-5-oxohexanal

Shown below is the 1H NMR spectrum of the alkyl bromide used to make the phosphonium ylide that reacts with a ketone in a Wittig reaction to form acompound with molecular formula C11H14. What product is obtained from the Wittig reaction?
See all solutions

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