7. Substitution Reactions

Which of the following alkyl halides would react the fastest with $-\mathrm{OH}$ in an E2 reaction?

Given the following three nucleophilic substitution reactions, which one is most likely to proceed via an $S_{\mathrm{N}}2$ mechanism? (A) ${\mathrm{CH}}_3{\mathrm{Br}}_1$ + $\mathrm{OH}-$ → ${\mathrm{CH}}_3\mathrm{OH}$ + $\mathrm{Br}-$; (B) ${\mathrm{(CH}}_3{)}_3\mathrm{CBr}$ + $\mathrm{OH}-$ → ${\mathrm{(CH}}_3{)}_3\mathrm{COH}$ + $\mathrm{Br}-$; (C) ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{Br}$ + $\mathrm{OH}-$ → ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{OH}$ + $\mathrm{Br}-$

Which type of nucleophilic substitution mechanism is most likely when an alkyl bromide reacts with hydroxide ion in a polar aprotic solvent?

Which of the following is not a nucleophile?

In the context of nucleophilic substitution, what is the major organic product obtained when ${\mathrm{CH}}_3\mathrm{Br}$ reacts with aqueous $\mathrm{NaOH}$ under standard conditions?

Which of the following alkyl halides will react fastest with ${\mathrm{CH}}_3\mathrm{OH}$ in an SN1 mechanism?

Which of the following represents the correct structural formula for the major organic product formed when ${\mathrm{CH}}_3\mathrm{Br}$ reacts with $\mathrm{OH}-$ in an $S{N}_2$ reaction?

Which of the following best represents the transition state for an $S{N}_2$ reaction involving $C_2{H}_5\mathrm{Br}$ and $\mathrm{OH}-$ as the nucleophile?

Which atom acts as the nucleophilic site in the molecule ${\mathrm{CH}}_{3}OH$ (methanol)?

What is the product of the nucleophilic substitution reaction when ${\mathrm{CH}}_3\mathrm{Br}$ reacts with $\mathrm{OH}-$ in aqueous solution?

Which of the following compounds would react more rapidly with a nucleophile in an $S_{\mathrm{N}}2$ reaction?

Which of the following reactions is the best example of a nucleophilic substitution reaction?

Which nucleophile could be used to react with butyl iodide to prepare ${\mathrm{CH}}_3\mathrm{CH}-\mathrm{CH}-{\mathrm{CH}}_2\mathrm{OCH}{3}_{}$ (butyl methyl ether)?

In the context of nucleophilic substitution, what is the main purpose of treating an alcohol with tosyl chloride before reacting it with a nucleophile?

In nucleophilic substitution reactions, consider the following pairs of elimination reactions: (1) $E_1$ vs. $E_2$ in a tertiary alkyl halide, and (2) $E_1$ vs. $E_2$ in a primary alkyl halide. For each pair, which elimination reaction is generally faster?