Determine the alcohol product formed in the following reaction.

Which compound in each of the following pairs would be more soluble in water? Explain.

c. butanal or hexanal

Draw the condensed structural or line-angle formula for the alcohol produced when hydrogen and a nickel catalyst reduce each of the following: (12.4)

b. <IMAGE>

Draw the condensed structural or line-angle formula for the alcohol produced when hydrogen and a nickel catalyst reduce each of the following: (12.4)

a. <IMAGE>

Draw the condensed structural formula for the alcohol formed when each of the following is reduced by hydrogen in the presence of a nickel catalyst:

c. 3-chlorocyclopentanone

Determine which reactant should be used to produce the following alcohol.

The carbonyl group can be reduced by addition of a hydride ion (H⁻) and (H⁺) a proton 

. Removal of H⁻ and H⁺ from an alcohol results in a carbonyl group   <IMAGE>

a.To which atom of the carbonyl is the hydride ion added and why?

The carbonyl group can be reduced by addition of a hydride ion (H⁻) and (H⁺) a proton 

. Removal of H⁻ and H⁺ from an alcohol results in a carbonyl group   <IMAGE>

b. In the reaction, indicate which direction represents reduction and which represents oxidation.

Write the structures of the hemiacetal or hemiketal that result from reactions (a) and (b). Write the structures of the complete hydrolysis products of the acetal or ketal in (c) and (d).

Acetone + Ethanol → ?