23.22p-Chloro(trifuoromethyl)benzene undergoes nucleophilic substitution by the alkoxide anion to givecompound A.Prozac (Fluoxetine hydrochloride) differs from compound A in having an GNHCH3group in placeofGN(CH3)2.23.23Benzyne is formed by loss of nitrogen and carbon dioxide.23.24o-Bromofuorobenzene yields benzyne on reaction with magnesium (see text Section 23.9).Triptycene is the Diels–Alder cycloaddition product from the reaction of benzyne with anthracene(compound A). Although anthracene is aromatic, it is able to undergo cycloaddition at the centerring with a dienophile because the adduct retains the stabilization energy of two benzene rings.23.25(a
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.