1.

Write the mechanisms of action of hydrogen bromide on tert-butyl methyl ether.

Answer»

Solution :When tert-butyl methyl ether is heated with hydrogen bromide tert-butyl bromide and METHANOL is FORMED. Reaction mechanism :
(1) INITIALLY, tert-butyl methyl ether is protonated by hydrogen bromide to form tert-butyl methyl oxonium ion.

(2) The cleavage of C-O BOND in protonated ether GIVES more stable tert-butyl carbocation and methyl alcohol.

(3) Further, the more stable tert-carbocation reacts with bromide ion to form tert-butyl bromide.


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