Which of the following alkyl halides will undergo SN1 reaction most readily? (i) (CH3)3C—F (ii) (CH3)3C—Cl (iii) (CH3)3C—Br (iv) (CH3)3C—I
Which of the following alkyl halides will undergo SN1 reaction most readily? (i) (CH3)3C—F (ii) (CH3)3C—Cl (iii) (CH3)3C—Br (iv) (CH3)3C—I

Option (iv) is the answer.

SN1 reactions occur mostly in polar protic solvents such as H2O and follow first-order kinetics. This indicates that the reaction rate is solely determined by one reactant. Because of the great stability of the generated carbocation, this reaction favours tertiary alkyl halides. When a molecule is polarised in water, it generates a carbocation as well as a halide ion. The halides’ reactivity is R–I> R–Br>R–Cl>>R–F. As a result, (CH3)3C—I will be the most likely to undergo the reaction.