Question

Rank (slowest to fastest) the following compounds in order of reactivity with respect to an SN2...

Rank (slowest to fastest) the following compounds in order of reactivity with respect to an SN2 reaction. Explain your reasoning for the ranking you propose. The compounds are

1-bromo-3-methylbutane, 1-bromo-2,2-dimethylpropane and 2-bromo-2-methylbutane.

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Answer #1

The slowest is 2-bromo-2-methylbutane and then

1-bromo-2,2-dimethylpropane and then

1-bromo-3-methylbutane,

This is due to the stability of the ions present in the molecule. as the slowest one is very stable and suitable for SN1 reaction and the other one accordingly fastest.

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