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Do as directed · Q4

Q.Which one compound from the following pairs would undergo SN2 faster from the?

Pair a: benzyl-type CH2Cl ring vs chloro ring; pair b in text
Figure
b. CH3CH2CH2ICH_3CH_2CH_2I and CH3CH2CH2ClCH_3CH_2CH_2Cl
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  • a. Benzyl chloride vs chlorobenzene: SN2 needs attack at a saturated carbon. Benzyl chloride's CH₂-Cl carbon is sp³ and accessible (and the benzylic T.S. is stabilized); chlorobenzene's C-Cl carbon is sp², its bond strengthened by resonance — aryl halides essentially never react by SN2. Benzyl chloride is faster. …

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