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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: qw098 on September 30, 2011, 08:26:36 PM

Title: Increasing Reactivty under Nucleophilic Addition
Post by: qw098 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!

Title: Re: Increasing Reactivty under Nucleophilic Addition
Post by: jlbradfi on September 30, 2011, 10:09:05 PM

due to the angle differences in the bond perhaps??

Title: Re: Increasing Reactivty under Nucleophilic Addition
Post by: Doc Oc on October 01, 2011, 12:34:34 AM

Draw the resonance structures and consider the inductive effect

Title: Re: Increasing Reactivty under Nucleophilic Addition
Post by: nox 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?

Title: Re: Increasing Reactivty under Nucleophilic Addition
Post by: qw098 on October 03, 2011, 10:59:03 AM

Thanks guys! Ez-pz now :)

Thanks for putting me on the right track!