Sunday, June 29, 2008

ELECTROPHYLIC ADDITION REACTIONS

# Electophylic addition reactions are those addition reactions in which E+ initiates the reaction.

# This reaction involves two step mechanism.

# This is characteristic reaction of olifiens whose unsaturated double bond e- density is good enough for attach.

MECHANISM AND STEREO CHEMISTRY:

#This reaction's first step involves attach of electrophyl in order to result an cyclic cationic intermediate.

#In the second step the anionic part of reagent attaches on one of the two carbons of cyclic cation in trans manner.

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#Hence this reaction is stereo selective.



REACTIVITY OF ALKYNES TOWARDS E+ ADDITION:

#Though this reaction very much favorable for olifiens , the alkynes are less reactive towards this reaction. This is due to the pi electrons in the triple bond are tightly held by SP hybridized C atoms. Hence they are not available for the attach of electrophyl.

#How ever this reactivity of alkynes increased by Hg2+ like metal ions which can attack on that triple bond.

The mechanism as follow.


ENERGY-PROFILE DIAGRAM:

#Since this reaction involves two types of transitions there will be two peaks in energy-profile diagram.




REACTIVITY OF ALKENES:

#Aalkenes which can capable to form stable carbo cation are more reactive towards this reaction.

For example consider the following alkanes,

Reactivity is in the order 1>2>3>4.
This is because of decreasing of stability of intermediate cation in the given order , because of inductive and hyper conjugation effects.

SOME EXAMPLE REACTIONS:
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*** If u unable to see any diagram just click on that so that u will see complete one.

****For any doubts on this topic contact pavan@chem.iitb.ac.in

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