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Priyanshu kumar Best Answer
Secondary, tertiary, allylic, and benzylic alcohols appear to react by a mechanism that involves the formation of a carbocation in an SN1 reaction with the protonated alcohol acting as the substrate. Not all acid-catalyzed conversions of alcohols to alkyl halides proceed through the formation of carbocations. Primary alcohols and methanol react to form alkyl halides under acidic conditions by an SN2 mechanism.
please ask if any doubt
although we say that more the stability lessee will be reactivity but in case of alcohol tertiary is more stable so it should be least reactive n??
but in book it is given that it is more reactive
see this page
for stability we generally consider thermodynamic stability...Tertiary carbocations are stable by inductive effect and hyper conjugation, and therefore have the tendency to sustain the positive charge on the carbon atom and stay like this for long. That is why we call it stable: it can stay that way longer.
kinetic theory suggests that tertiary carbocation are most reactive too
Kinetic theory illustrates that the reactants present in the container randomly move in a container without any energy loss. Now imagine that there is a carbocation that is not so stable (take n-butane carbocation as an example) and now if a nucleophile would want to attack the cation, how could it attack it if it is not able to hold up by itself? The cation must hold on to itself in order to let the nucleophile come to it and then attack it. Tertiary carbocations have the stability to hold up like that and allow the nucleophile to attack it.
now got this shweta?. Differentiate this by thermodynamic stability and kinetically reactivity
kinetic theory ik Baar dobara bta do
nucleophile achhe se attack karega ...jb intermediates achhe se positive charge ko hold karega...tertiary carbocation positive charge ko achhe se hold krke rakhte hai...then kinetically reactive hote hai or order 3>2>1 rhte hai...and thermodynamically to hote hi hai...so order remain same