Four Alkyl Halides: Bromomethane, 2-Bromobutane, 2-Bromo-2-Methylpropane, and 1-Bromobutane, Each React

Four alkyl halides: bromomethane, 2-bromobutane, 2-bromo-2-methylpropane, and 1-bromobutane, each react with water through solvolysis by an S_N1 reaction in which the solvent acts as the nucleophile.  In what order will these alkyl halides react to form alcohols, from fastest to slowest?

A) bromomethane → 1-bromobutane → 2-bromobutane → 2-bromo-2-methylpropane
B) bromomethane → 1-bromobutane → 2-bromo-2-methylpropane → 2-bromobutane
C) 2-bromo-2-methylpropane → 2-bromobutane → 1-bromobutane → bromomethane
D) 2-bromobutane → 2-bromo-2-methylpropane → 1-bromobutane → bromomethane

Correct Answer:

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