Question

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Which of the following best describes why a 3° alcohol cannot undergo oxidation at the hydroxyl...

Which of the following best describes why a 3° alcohol cannot undergo oxidation at the hydroxyl carbon?

Select one:

a. the oxidizers we typically use are not strong enough to work on 3° alcohols

b. 3° alcohols will oxidize at the hydroxyl carbon, just not to ketones or carboxylic acids

c. the hydroxyl carbon in a 3° alcohol does not have requisite hydrogens bound in order for oxidation to occur

d. the steric hinderance of the alcohol prevents oxidation from occuring

Solutions

Expert Solution

Answer-

According to the given question-

oxidation of alcohols in presence of stronger oxidizing agent such as Potassium permanganate-

  • Primary alcohols oxidized ----> aldehydes ---------> carboxylic acids;
  • secondary alcohols ---->  ketones.
  • Tertiary alcohols ----> no oxidation because primary and secondary alcohols have -OH group attached to the carbon but Tertiary alcohols don't have a hydrogen atom attached to the oxygen which was bearing by carbinol carbon.

So the correct answer is (C) . the hydroxyl carbon in a 3° alcohol does not have requisite hydrogens bound in order for oxidation to occur

gladiator answered 2 years ago
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