Organic Chemistry 4!
Carbocation Rearrangement Is Possible in how many of the following reactions?
-
Unimolecular Elimination Reaction (E1)
-
Bimolecular Elimination Reaction (E2)
-
Oxymercuration-Demercuration
-
Hydroboration-Oxidation
-
Acid Catalysed Hydration Of Alkenes
-
Acid Catalysed Dehydration Of Alcohols.
-
Pinacol-Pinacolone Rearrangement
-
Reaction Of Alkanes With Halogens In Presence of sunlight.
The answer is 4.
This section requires Javascript.
You are seeing this because something didn't load right. We suggest you, (a) try
refreshing the page, (b) enabling javascript if it is disabled on your browser and,
finally, (c)
loading the
non-javascript version of this page
. We're sorry about the hassle.
1 solution
Let me summarise the reactions one by one
E1 Reaction - Carbocation rearrangement can take place. (It is a two step process with the formation of
carbocation as a slow step and the rate determining step)
E2 Reaction- Carbocation is not formed in E2 Reaction as the reaction takes place in single step and only a
highly energetic transition state is formed.
Oxymercuration Demercuration- True carbocation is not formed hence there is not sufficient entropy to
drive the rearrangement.
Hydroboration Oxidation- Again true carbocation is not formed.
Acid catalysed hydration of alkenes- carbocation rearrangement is possible
Acid catalysed dehydration of alcohol- again rearrangement is possible.
Pinacol-Pinacolone- Product is achieved through carbocation rearrangement only.
Reaction of alkanes with halogens in presence of sunlight- reaction is free radical substitution so carbocation
is not formed .