Orgo Question

[happyana]

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Ok so this is probably a dumb question. For 3-hexene-2-one, how can you tell which carbons are electrophiles? I get how they want electrons and stuff, but why isn't carbon #2 a electrophile? (problem number 559 in examcrackers).

 

[achilles2]

Ok so this is probably a dumb question. For 3-hexene-2-one, how can you tell which carbons are electrophiles? I get how they want electrons and stuff, but why isn't carbon #2 a electrophile? (problem number 559 in examcrackers).

c-c-c=c-(O)c-c

alright so the carbonyl carbon bonded to the oxygen is going to have a partial positive charge due to oxygen withdrawling electrons that means its a electrophile (loving electrons it wants some)

The double bond is going to have a pi bond so there is going to be more electron density thus its a nucleophile (has electrons wants to give some up)

So I say just the carbonyl carbon.....

 

[DROCKINDAHOUSE]

u gotta draw out the resonance structures of the molecule. when you do you see that the only electrophilic carbon is carbon #4