HIya PEOPLE IM STUCK ON THIS QUESTION:
in an experiment designed to test the existence of benzyne as an intermediate in nucleophilic aromatic substitution, chlorobenzene was treated with solamide (NaNH2) in liquid ammonia. the chlorobenzene was labelled with carbon-14 in the C-CL position.
a) if the reaction proceeds in accordance with the benzyne mechanism, what would be the distribution on carbon-14 in the product aniline- that is, at what positions and in what percentages would carbon-14 be found?
b) what would be the distribution of carbon-14 if the reaction proceeds by simple nucleophilic displacement?