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Are alkyl fluorides good substrates in SN2 and SN1 reactions? Explain. Solution

ID: 756524 • Letter: A

Question

Are alkyl fluorides good substrates in SN2 and SN1 reactions? Explain.

Explanation / Answer

for a given alkyl group ,the reactivity of alkyl halides R-X, in SN1 and SN2 reactions decreases in the order : R-I > R -Br > R-Cl > R-F this means that R-I is most reactive and R-F is least reactive......this order can be explained on the basis of bond dissociation enrgy of C-X bond .... consider bond dissociation enrgies for methyl halides : CH3-F = 452 kj CH3-Cl = 351kj CH3-Br = 293 kj CH3-I = 234 kj as C-I has the minimum bond dissociation energy ...therefore C-I bond is easiest to break and hence iodoalkanes are most reactive in both SN1 and SN2 reactions .... while C-F has the maximum bond dissociation energy so fluoroalkanes are least reactive in both SN1 and SN2 reactions .. so as bond dissociation enrgy for C-F bond is very high so it is not a good substrate ...

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