7. Substitution Reactions

Which of the following alkyl halides would proceed with the fastest rate in an $S_{N1}$ reaction?

Provide the mechanism and final products for the following reactions. (Note: Substitution reactions with neutral nucleophiles require an additional deprotonation step.)

Which of the following alkyl halides would be most reactive in an $S_{\mathrm{N1}}$ reaction?

Arrange the following compounds in order from fastest to slowest SN1 reaction rate: $t_1$-butyl chloride, isopropyl chloride, ethyl chloride.

Which of the following is a property of the $S{N}_1$ reaction mechanism?

Given two $S{N}_1$ reactions: (A) $R_1-\mathrm{Br}$ where $R_1$ is a tertiary alkyl group, and (B) $R_2-\mathrm{Br}$ where $R_2$ is a primary alkyl group. Both reactions occur in ethanol. Which reaction will proceed at a faster rate?

Which of the following is the major organic product formed when $t_1-\mathrm{butyl} \mathrm{bromide}$ reacts with water in an $S_1$ reaction?

Given the following compounds, order them from fastest to slowest in terms of $SN1$ reactivity (1 = fastest): (A) $C_6{H}_{5}CH2\mathrm{Br}$ (benzyl bromide), (B) $C_6{H}_5\mathrm{Br}$ (bromobenzene), (C) $t-\mathrm{BuBr}$ (tert-butyl bromide), (D) $\mathrm{CH}{3}_2\mathrm{CHBr}$ (isopropyl bromide). Which is the correct order?

Which of the following statements about an $S{N}_1$ reaction mechanism is true?

Which of the following alkyl halides is most likely to undergo rearrangement in an $S_{N1}$ reaction?

Why does tert-butyl bromide not participate in $S_{N2}$ reactions?

Which of the following statements correctly describes both $SN1$ and $E1$ reactions of alkyl halides?

Which of the following best represents the major organic product formed when 2-bromo-2-methylpropane reacts with water in an $S{N}_1$ reaction?

Which of the following substrates will undergo substitution only through an $S_{\mathrm{N}}1$ mechanism?

Given the following SN1 reaction: $C_4{H}_9\mathrm{Br}$ (tert-butyl bromide) reacts with $H_{2}O$, what are the major organic products formed?