Write Brief Answer · Q8
Q.Is it possible to oxidise t-butyl alcohol using acidified dichromate to form a carbonyl compound?
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Start your 14-day free trial to unlock the full solution →Step 1. Oxidation of an alcohol to a carbonyl compound (aldehyde or ketone) requires removing BOTH the O-H hydrogen AND an alpha-hydrogen (a hydrogen on the SAME carbon that bears the -OH).
Step 2. t-Butyl alcohol, (CH3)3C-OH, is TERTIARY: its -OH-bearing carbon is already bonded to three other carbons (three methyl groups) and has NO hydrogen of its own left to remove.
Step 3. So acidified dichromate (or any similar mild oxidant) simply cannot perform the required hydride-abstraction step, and the tertiary alcohol is left unreacted under normal conditions. …
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