An known alkene with formula `C_(7)H_(12)` on oxidation with hot alkaline `KMnO_(4)`
Channel: Doubtnut
Date: 23/08/2020

An known alkene with formula `C_(7)H_(12)` on oxidation with hot alkaline `KMnO_(4)` yields only the following product  `CH_(3)-overset(O)overset(||)C-CH_(2)CH_(2)CH_(2)CH_(2)-overset(O)overset(||)C-OH`What is the structure of this alkene?  Strategy: `C_(7)H_(12)underset((2)H_(3)O^(+))overset((1)KMnO_(4),H_(2)O,Ooverset(-)H)rarrCH_(3)overset(O)overset(||)C CH_(2)CH_(2)CH_(2)CH_(2)overset(O)overset(||)C-OH`  Since the oxidation cleavage leads to just one product which contains the same number of carbon atoms as the reactant, the unknown alkene must have a double bond contained in a ring. The oxidative cleavage of the double bond result in the opening of the ring. To create the ring, remove the -`OH` group and doubly bonded `O's` and finally join the carboxylic acid carbon with ketone carbon by a double bond