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Chapter 7: PROBLEM 7.47 (page 291)

Question: Which of the following molecules contain a good leaving group?

a.

b.

c.

d.

Short Answer

Expert verified

ANSWER

The answer is option (d).

Step by step solution

01

Leaving group

The leaving group in an organic molecule is the one that will break its bond with carbon easily and can have individual stable existence after that.

02

Explanation

Among the given substrates, the leaving group is as follows:

  • In compound a, it is -OH .
  • In compound b, it is Cl-.
  • In compound c, there is no leaving group.
  • In compound d, the leaving group is H2O .

Among all, the compound containing H2Ois highly stable. So, the answer is option (d).

A molecule that contains a good leaving group

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Most popular questions from this chapter

Question: When trichloride J is treated with CH3OH , nucleophilic substitution forms the dihalide K. Draw a mechanism for this reaction and explain why one Cl is much more reactive than the other two Cl’s so that a single substitution product is formed.

Question: You will often return to nucleophilic substitution, in particular the SN2 reaction, in subsequent chapters and concentrate on the nucleophile rather than the alkyl halide. By using different nucleophiles, nucleophilic substitution allows the synthesis of a wide variety of organic compounds with many different functional groups. With this in mind, draw the products of each two-step sequence. (Hint: Step [1] in each part involves an acid-base reaction that removes the most acidic hydrogen from the starting material.)

a.

b.

c.

Question: When a single compound contains both a nucleophile and a leaving group, an intramolecular reaction may occur. With this in mind, draw the product of the following reaction.

Question: Does the equilibrium favor the reactants or products in each substitution reaction?

a.

b.

Question: Which alkyl halide in each pair reacts faster in an SN1reaction?

a.

or

b.

or
See all solutions

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