Alcohol Reactions: Oxidation Reactions Practice Problems

Predict the product that will form from the complete oxidation of the alcohols shown below.

i.

ii. CH₃CH(CH₃)CH₂CH₂OH

iii.

Consider the following molecular models of carbonyl-containing compounds. Provide the alcohol that will produce each compound. (gray = C, white = H, red = O, and green = Cl)

i.

ii.

Identify the substance that can react with an oxidizing agent. Provide the line structure of the expected product that will form for those that can. Assume complete oxidation.

i.

ii.

iii.

Provide the alcohol that can be oxidized to yield the carbonyl-containing compounds shown below.

i.

ii.

iii.

Provide the aldehyde that must be oxidized to produce methacrylic acid (H₂C=C(CH₃)COOH).

The ester derivatives of the industrial chemical 'acid of butter' are widely used as food and perfume additives. The 'acid of butter' is also formed in the body when 1-butanol is completely metabolized. Facilitated by an enzyme, 1-butanol is converted to butanal, which is further converted to acid. If the 'acid of butter' is simply the oxidized form of 1-butanol, what is the structure of the acid?

Provide the balanced chemical equation when liquid 2-pentanol undergoes complete combustion.

Sketch the line-angle formula of the aldehyde or ketone produced when the following compound is oxidized.

Consider the oxidation of 3-bromo-2-methyl-1-butanol. Draw the condensed structural formulas for the aldehyde and carboxylic acid products.

Sketch the line-angle structure of the aldehyde or ketone product for the reaction below:

Sketch the line-angle structure of the ketone or carboxylic acid formed when the following compound is oxidized.

Consider the compound with the formula C₆H₁₄O. Provide the condensed structural formula and the IUPAC name of the compound provided that it oxidizes to give 4-methyl-2-pentanone.