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Explain why (i) vinyl chloride is unreactive to nucleophilic substitution reactions. (ii) neo-Pentyl bromide undergoes nucleophilic substitution reaction very slowly.(iii) 3 - Bromocyclohexene is more reactive than 4-bromo cyclohexene in hydrolysis with aqueous NaOH. |
Answer» Solution :(i) Vinyl CHLORIDE is UNREACTIVE to nucleophilic substitution reactions because of the double bond character in C=C1 bond which is difficult to break. ![]() (ii) neo-Pentyl bromide undergoes nucleophilic substitution reaction very slowly. This is because it is a primary alkyl halide and it forms a primary carbocation which is less stable and therefore reacts slowly `("in"S_(N)1 )`. Even in `S_(N)2` reaction, the nucleophile FACES steric hindrance. Therefore the reaction is slow. (iii) 3 Bromocyclohexene 4-Bromocyclohexene Br 3-Bromocyclohexene forms a stable carbocation which reacts with `OH^(-)`ion to FORM the product. 4-Bromocyclohexene does not form the carbocation and therefore the reaction is slow. |
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