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Topic: Increasing Reactivty under Nucleophilic Addition  (Read 2521 times)

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Offline qw098

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Increasing Reactivty under Nucleophilic Addition
« on: September 30, 2011, 08:26:36 PM »
Hi Guys,

I just got my assignment back, and my professor gave us the answers of our assignment. I was wondering why the para-substituted NO2 was more reactive than the meta-substituted NO2.

Please find the picture below!

Thanks!
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Offline jlbradfi

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Re: Increasing Reactivty under Nucleophilic Addition
« Reply #1 on: September 30, 2011, 10:09:05 PM »
due to the angle differences in the bond perhaps??
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Offline Doc Oc

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Re: Increasing Reactivty under Nucleophilic Addition
« Reply #2 on: October 01, 2011, 12:34:34 AM »
Draw the resonance structures and consider the inductive effect
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Offline nox

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Re: Increasing Reactivty under Nucleophilic Addition
« Reply #3 on: October 02, 2011, 11:45:46 PM »
C=O carbon has δ+ charge, can you draw a resonance structure for the para nitro compound such that you end up with a +ve charge on the carbon adjacent to the C=O carbon?
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Offline qw098

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Re: Increasing Reactivty under Nucleophilic Addition
« Reply #4 on: October 03, 2011, 10:59:03 AM »
Thanks guys! Ez-pz now :)

Thanks for putting me on the right track!
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