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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

Question: What are the products of the following reactions? (A trace amount of acid is present in each case.)

a. cyclopentanone + ethylamine

b. cyclopentanone + diethylamine

c. acetophenone + hexylamine

d. acetophenone + cyclohexylamine

Question:Explain why aldehydes and ketones react with a weak acid such as hydrogen cyanide but do not react with strong acids such as HCl or H2SO4 (other than being protonated by them).

Imines can exist as stereoisomers. The isomers are named using the E, Z system of nomenclature (Section 4.2). The lone pair has the lowest priority.

Draw the structure of each of the following compounds:

a. the (E)-hydrazone of benzaldehyde

b. the (Z)-oxime of propiophenone

Excess ammonia must be used when a primary amine is synthesized by reductive amination. What product will be obtained if the reaction is carried out with excess carbonyl compound?

Question:a. What two sets of reagents (each consisting of a carbonyl compound and phosphonium ylide) can be used for the synthesis of the following alkene?

b. What alkyl halide is required to prepare each of the phosphonium ylides?

c. What is the best set of reagents to use for the synthesis?

b. (C6H5)2 C=CH-CH3

C,(C6H5) C=CH2
See all solutions

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