HIYA DOES ANYONE KNOW THE ANSWER TO:
CHLOROBENZENE LABELEED WITH CARBON-14 IN THE CL-CL POSITION
A) if the reaction proceeds in accordance with the benzyne mechanism what would be the distribution on the carbo-14 in the product aniline- that is at what positions and in what percentages would the carbon-14 be found?
b) what would be the distribution of the carbon -14 if the reaction proceeds by simple nucleophilic displacement?
many thanks in advance
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There is no Cl-Cl bonds in Chlorobenzene, but if you mean that Cl was directly attached to the Carbon-14, then
everything is rather easy. It is standart problem of nucleophilic displacement in benzene structure.
a)Look at mechanism of the reaction in attached files (step1 and step2)
So, following the mechanism products will be the next (see attachment "products").
There is equal possibility of getting two products, so percentage will be aproximately 50%.
b)According to the simple mechanism of nucleophilic displacement it will be only one product ( Aniline with bond C14-N ).