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Question

Chemistry Question on Hydrocarbons

When subjected to acid catalysed hydration, the order of reactivity of the alkenes; (CH3)2C=CH2(I),CH3CH=CH2(II)\left( CH _{3}\right)_{2} C = CH _{2}( I ), CH _{3} CH = CH _{2}(II) and CH2=CH2(III)CH _{2}= CH _{2}(III) is

A

III > II > I

B

I > III > II

C

I > II > III

D

II > I > III

Answer

I > II > III

Explanation

Solution

Acid catalysed hydration of alkenes involves formation of carbocation intermediate. Higher the stability of carbocation intermediate, more is the reactivity towards acid catalysed hydration. The order of stability of carbocations (formed) is
(CH3)2C+CH3>CH3C+HCH3>C+H2CH3\left( CH _{3}\right)_{2} \overset{+}{ C}CH _{3}> CH _{3} \overset{+}{ C } HCH _{3}>\overset{+}{ C } H _{2}- CH _{3}
Thus, the order of reactivity towards acid catalysed hydration is
(CH3)2C(I)=CH2>CH3CH(II)=CH2>CH2=CH2(III)\underset{(I)}{\left( CH _{3}\right)_{2} C} = CH _{2}> \underset{(II)}{CH _{3} CH} = CH _{2}> \underset{(III)}{CH _{2}= CH _{2}}