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In the following pairs of halogen compounds, which compound undergoes S_(N^(1)) reaction faster? |
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Answer» Solution :The reactivity of a particular halogen compound towards `S_N^(1)` reaction depends upont he stability of the CARBOCATION formed as a result of ionisation. This is a slow step and is called rate determining step. The order of relative stabilities of different CARBOCATIONS is in the order: tertiarygtsecondarygtprimaryk. in the LIGHT of this, the order of reactivity in the two cases is explain. (i). The isomer (a) is a TERTIARY alkyl chloride while the other (b) is a secondary alkyl chloride. the isomer (a) is more reactive towards `S_(N^(1))` reaction since the tertiary carbocation formed carbocation formed in this case is more stable than the secondary carbocation which is likely to be formed in the other case. (ii). The isomer (a) is a secondary alkyl chloride while the other isomer (b) is primary in NATURE. the secondary alkyl chloride (a) is expected to react faster since the secondary carboaction formed is more stable than the primary carbocation which is likely to be formed in the other case. |
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