Saturday, December 3, 2011

Question on Electrophilic Strength

Which one of the two positions shown in the following molecule is most electrophilic?



Answer:


Carbon 1 is more electrophilic than Carbon 2. The positive charge on carbon 1 due to the presence of bromine atom and the carbonyl group is stabilized by inductive effect of the methyl group connected to it while the positive charge on the carbonyl carbon is stabilized by resonance from the lone pair of electrons from the oxygen atom of the alkoxy group connected to it. The stabilization due to resonance is superior compared to that of inductive effect. So, carbon 1 is more electrophilic than carbon 2.

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