NH, NH, reacts faster than but reacts slower than

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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As shown below, electrophilic aromatic substitution on N,N-dimethylaniline is faster than on the unsubstituted aniline.
In other words, the aromatic ring in N,N-dimethylaniline is more activated than the ring is in aniline itself. If the ring is methylated at the 2 and 6 positions, however, then the N,N-dimethyl-substituted compound reacts more slowly in electrophilic aromatic substitution than the unsubstituted compound. Explain both of these results.

Hint: It does not have to do with the number of H atoms on the ring.

NH,
NH,
reacts faster than
but
reacts slower than
Transcribed Image Text:NH, NH, reacts faster than but reacts slower than
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