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Rank the following compounds in decreasing order of their reactivity toward the SN2

Chapter 6, Problem PROBLEM 6-18

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QUESTION:

Rank the following compounds in decreasing order of their reactivity toward the SN2 reaction with sodium ethoxide (Na+ -OCH2CH3) in ethanol. methyl chloride tert-butyl iodide neopentyl bromide isopropyl bromide methyl iodide ethyl chloride

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QUESTION:

Rank the following compounds in decreasing order of their reactivity toward the SN2 reaction with sodium ethoxide (Na+ -OCH2CH3) in ethanol. methyl chloride tert-butyl iodide neopentyl bromide isopropyl bromide methyl iodide ethyl chloride

ANSWER:

Step 1 of 2

In the  reaction, the bond breaking and bond forming take place simultaneously. The bulky group present in alkyl halide causes steric hindrance to the backside attack of the nucleophile. So primary halides are more reactive while tertiary halides are least reactive.

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