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Chapter 23: Q11. (page 924)

Question: Draw the products of each reaction.

Short Answer

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Answers

The products formed are shown below.

Step by step solution

01

Halogenation

Halogenation is carried out by treating a carbonyl compound that can form enolates followed by an attack with a halogen in the presence of an acid.

02

Mechanism involved in the halogenation in acids

The first step involved is protonation. The second step is the formation of an enolate, followed by the third step that is the attack of an electrophile in the presence of an acid. The last step is deprotonation.

Representation of the halogenation in acids

03

The formation of products in the given reactions

Considering all the explanations, the alpha hydrogen in the given compound will be replaced with the halide, and the products formed are shown below.

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Most popular questions from this chapter

Question: Although ibuprofen is sold as a racemic mixture, only the S enantiomer acts as an analgesic. In the body, however, some of the R enantiomer is converted to the S isomer by tautomerization to an enol and then protonation to regenerate the carbonyl compound. Write a stepwise mechanism for this isomerization.

Question: A key step in the synthesis of the narcotic analgesic meperidine (trade name Demerol) is the conversion of phenyl acetonitrile to X. (a) What is the structure of X? (b) What reactions convert X to meperidine?

Question: Draw enol tautomer(s) for each compound.

Question: Synthesize each compound from cyclohexanone and organic halides having ≤4 C’s. You may use any other inorganic reagents.

a.

b.

c.

Question: Treatment of α, β-unsaturated carbonyl compound X with base forms the diastereomer Y. Write a stepwise mechanism for this reaction. Explain why one stereogenic center changes configuration but the other does not.
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