How Do We Decide between the SN1 and SN2 Mechanisms
Consider the ...
Question
Consider the following chlorides : The order of reactivity of A, B, C and D towards hydrolysis by SN1 mechanism is :
A
A < B < C < D
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B
D < C < B < A
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C
D < A < B < C
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D
C < B < A < D
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Solution
The correct option is D D < A < B < C The order of reactivity of A, B, C and D towards hydrolysis by SN1 mechanism is D<A<B<C. When methyl group and methoxy group are present as substituents, they show + I effect and increase the electron density of the aromatic nucleus. Due to this, the carbocation intermediate formed is stabilized and the rate towards hydrolysis by SN1 mechanism is high. When nitro group is present as substituent, it shows -I effect and decrease the electron density of the aromatic nucleus. Due to this, the carbocation intermediate formed is destabilized and the rate towards hydrolysis by SN1 mechanism is low.