Nucleophilic Aromatic Substitution (SNAr)
Description: Aromatic rings containing electron withdrawing groups and a leaving group can undergo substitution reactions when treated with strong nucleophiles.
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Real-Life Example:
Org. Synth. 1934, 14, 66
DOI Link: 10.15227/orgsyn.014.0066
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for question number #4 quiz ID: 1845, why is the nucleophile attached to the meta position? I thought it could only be possible on ortho and para for SNAr
Hi Stephanie – yes, come to think of it you are correct. I’m going to adjust this, since the resulting negative charge after addition of nucleophile wouldn’t be very stabilized.
Thanks!!
For the last diagram showing resonance you said “what about attack at the carbon ‘ortho’ to the nitro group” , but you meant to say meta.
Fixed! thank you