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Question
Is the below conversion correct
Conversion of bromobenzene Tu benzoic acid
C6h5Br+KCN = C6h5CN
C6H5CN + H3O = C6H5COOH
Conversion of bromobenzene Tu benzoic acid
C6h5Br+KCN = C6h5CN
C6H5CN + H3O = C6H5COOH
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Solution
Given conversion is
wrong because;
we cannot react KCN with benzene and then to hydrolyze to form acid because in benzene substitution of -CN cannot takes place as the intermediate formed phenyl. Benzene very less reactive towards substitution.
The phenyl cation does not show resonance. Resonance is the delocalisation of π-electrons or lone pair electrons. It requires the interacting orbitals to be parallel so they can overlap. The π -electron cloud of phenyl carbocation is perpendicular to the vacant p-orbital of the carbocation. Therefore no overlap is possible and thus no resonance is possible.
So when in a reaction if an intermediate is not stable then the reaction will not take place. It is very important that any reaction leads to a stabilized intermediates and then products. If stability is not present reaction will not happen.
wrong because;
we cannot react KCN with benzene and then to hydrolyze to form acid because in benzene substitution of -CN cannot takes place as the intermediate formed phenyl. Benzene very less reactive towards substitution.
The phenyl cation does not show resonance. Resonance is the delocalisation of π-electrons or lone pair electrons. It requires the interacting orbitals to be parallel so they can overlap. The π -electron cloud of phenyl carbocation is perpendicular to the vacant p-orbital of the carbocation. Therefore no overlap is possible and thus no resonance is possible.
So when in a reaction if an intermediate is not stable then the reaction will not take place. It is very important that any reaction leads to a stabilized intermediates and then products. If stability is not present reaction will not happen.
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