Question Detail

CHM 102 Synthesis and Reactions of Alcohols & Phenols | General Organic Chemistry Objective Question

Question

Why do tertiary alcohols not undergo oxidation with chromic acid?
Options
A They are too polar
B They cannot lose two hydrogens from the carbon bearing the OH
Correct Answer
C They are insoluble in water
D They form stable carbocations
Correct Answer

Option B is the correct answer.

Detailed Explanation

Oxidation requires removal of two hydrogens (one from OH and one from the carbon with OH). Tertiary alcohols have no H on the carbon with OH.

Hint

The carbon bearing OH in a tertiary alcohol has no hydrogen to lose.

Question Info