In each pair, choose the most acidic compound. Justify your answer. The most acidic proton in each compound has been indicated.

(b)

In each pair, choose the most basic compound. Justify your answer.

(d)

Which of the reactions studied in this chapter result in oxidation of the organic molecule? Justify your answer.

(a)

Which of the reactions studied in this chapter result in oxidation of the organic molecule? Justify your answer.

(b)

Which of the reactions studied in this chapter result in oxidation of the organic molecule? Justify your answer.

(c)

Which of the reactions studied in this chapter result in oxidation of the organic molecule? Justify your answer.

(d)

In each pair, (i) choose the compound that is most soluble in water. (ii) Within each pair, which is most soluble in nonpolar solvents?

(a)

In each pair,

(i) choose the compound that is most soluble in water.

(ii) Within each pair, which is most soluble in nonpolar solvents?

(a)

In each pair,

(i) choose the compound that is most soluble in water.

(ii) Within each pair, which is most soluble in nonpolar solvents?

(b)

In each pair, choose the compound you would expect to have the highest boiling/melting point.

(a)

In each pair, choose the compound you would expect to have the highest boiling/melting point.

(b)

In each pair, choose the compound you would expect to have the highest boiling/melting point.

(c)

Contrary to expectation, the addition of more fluorines to ethane lowers the boiling point. Explain this phenomenon.

Predict the major product of the following bromination reactions.

(b)

Predict the major product of the following bromination reactions.

(c)

Predict the product of the following alkene addition reactions.

(a)

Predict the product of the following alkene addition reactions.

(b)

Predict the product of the following alkene addition reactions.

(c)

Predict the major product(s) of the following allylic bromination reactions.

(a)

Predict the major product(s) of the following allylic bromination reactions.

(b)

Predict the major product(s) of the following allylic bromination reactions.

(c)

Predict the major product(s) of the following allylic bromination reactions.

(d)

Suggest a mechanism for the following reactions.

(a)

Suggest a mechanism for the following reactions.

(b)

Suggest a mechanism for the following reactions.

(c)

The following haloalkanes can all be prepared starting from the same alkene. Give the alkene and the reagents needed for each.

Identify the two different alkenes that undergo allylic halogenation to prepare the compound shown.

For the following reaction, answer questions (a)–(d).

(a) Give an arrow-pushing mechanism, including the initiation step and two propagation steps.

For the following reaction, answer questions (a)–(d).

(b) Which is the weakest bond in molecule A?

For the following reaction, answer questions (a)–(d).

(d) Given your choice in (b), why is it the weakest bond?