Question
Chemistry Question on Alcohols, Phenols And Ethers
When 3-methyl butane-2-ol is treated with HBr, the following reaction takes place:
Give a mechanism for this reaction. (Hint: The secondary carbocation formed in step II rearranges to a more stable tertiary carbocation by a hydride ion shift from 3rd carbon atom
Answer
The mechanism of the given reaction involves the following steps:
Step 1:Protonation
Step 2:Formation of 2° carbocation by the elimination of a water molecule
Step 3:Re-arrangement by the hydride-ion shift
Step 4:Nucleophilic attack