Which of the following alkyl chlorides is least likely to undergo rearrangement during a solvolysis reaction?

A) 2-chloro-4-methylpentane
B) 2-chloro-3-methylpentane
C) 2-chloro-2-methylpentane
D) cis-1-chloro-2-ethylcyclohexane
E) trans-1-chloro-2-ethylcyclohexane

Solvolysis Reaction

A chemical reaction in which the solvent plays the role of one of the reactants, typically involving the cleavage of a bond and the addition of a solvent molecule.

Alkyl Chlorides

Organic compounds where a chlorine atom has replaced one hydrogen atom in an alkane, creating a haloalkane.

Rearrangement

A type of chemical reaction in which the structure of a molecule is rearranged to form a new molecule without the removal or addition of elements.