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The high reactivity of alkyl halides can be explained in terms of nature of C-X bond which is a highly polarised covalent bond. This polarity is responsible for the nucleophilic substitution reaction of alkyl halides which jmostly occur by S_(N^(1)) and S_(N^(2)) mechanisms. S_(N^(1)) reaction is a two step process and in the first step R-X ionises to give carbocation (slow process). IN the second step, the nucleophile attacks the carbocation from either side to form the product (fast process). IN S_(N^(1)) reaction, there can be racemization and inversion. S_(N^(1)) reaction is favoured by heavy (bulky) group on the carbon atom attached to halogens. IN S_(N^(2)) reaction, the strong nucleophile OH^(-) attacks fromt he opposite side Of the halogen atom to give an intermediate (transition state), which breaks to yields to product (alcohol) and leaving group (X^(-)). The alcohol has a configuratio opposite to that of the halide and is said to proceed with inversion of configuration. S_(N^(2)) reaction is favoured by small groups on the carbon atom attached to halogen. Q. Which one of the following compounds is most readily hydrolysed by S_(N^(1)) mechanism.? |
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Answer» `CH_(3)CH=CHCl` (i). `CH_(2)=CH=overset(o+)(C)H_(@2)`. (B).
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