Consider electrophilic aromatic substitution at the para position of anisole (R = OMe) and nitrobenzene (R = NO2). Since the first step is slow, the stability of the intermediate (named Wheland intermediate) becomes important to the overall reaction rate. R. E* R. H* R. -E H Wheland intermediate (a) Draw out possible resonance structures of the Wheland intermediate with R = OMe and for R = NO2. Discuss the stability of each structure (charge, total electron count of each atom, etc).
Consider electrophilic aromatic substitution at the para position of anisole (R = OMe) and nitrobenzene (R = NO2). Since the first step is slow, the stability of the intermediate (named Wheland intermediate) becomes important to the overall reaction rate. R. E* R. H* R. -E H Wheland intermediate (a) Draw out possible resonance structures of the Wheland intermediate with R = OMe and for R = NO2. Discuss the stability of each structure (charge, total electron count of each atom, etc).
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Transcribed Image Text:Consider electrophilic aromatic substitution at the para position of anisole (R = OMe) and
nitrobenzene (R = NO2). Since the first step is slow, the stability of the intermediate (named
Wheland intermediate) becomes important to the overall reaction rate.
R.
E* R.
H*
R.
-E
H
Wheland
intermediate
(a) Draw out possible resonance structures of the Wheland intermediate with R = OMe and
for R = NO2. Discuss the stability of each structure (charge, total electron count of each
atom, etc).
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