a solution of KOH hydrolyses CH3CHClCH2CH3 and CH3CH2CH2CH2Cl which one of these is easily hydrolysed and why?
Question
A solution of KOH hydrolyses CH3CHClCH2CH3 and CH3CH2CH2CH2Cl.
Which one of these is easily hydrolysed and why?
Solution
The compound that is more easily hydrolyzed is CH3CHClCH2CH3. This is because it is a secondary alkyl halide, and the hydrolysis of alkyl halides follows the order: 3° > 2° > 1°. This is due to the fact that the rate of hydrolysis is directly proportional to the stability of the carbocation formed during the reaction. A secondary carbocation is more stable than a primary carbocation due to the +I effect of the alkyl groups. Therefore, CH3CHClCH2CH3 will be hydrolyzed more easily than CH3CH2CH2CH2Cl.
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