Chemistry Alcohols & Phenols ETEA 2019
PMDC Verified Question 70 of 95
Tertiary alcohols are not oxidized into carbonyl compounds because
A
They contain more alkyl group
B
They have no alpha-hydrogen
C
Suitable oxidizing agent is not available
D
None of the above
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: They have no alpha-hydrogen
Concept:

Oxidation of an alcohol to an aldehyde or ketone requires the removal of two hydrogen atoms: one from the hydroxyl group and one from the alpha-carbon (the carbon attached to the -OH).

Formula:

Not applicable to this conceptual question.

Solution:

  • In a tertiary alcohol, the alpha-carbon is attached to three other carbon atoms and zero hydrogen atoms.


  • Without this crucial alpha-hydrogen, the elimination mechanism for standard oxidation cannot proceed without breaking strong C-C bonds (which requires extreme conditions leading to destruction/cleavage of the molecule).


Why other options are incorrect:

Option A is a structural fact but not the direct mechanistic reason. Option C is false because strong oxidants exist, but they cause severe fragmentation rather than simple conversion to a carbonyl.

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