7. Substitution Reactions

Which one of the following compounds forms a diazonium ion when treated with ${\mathrm{Na}}_{2}O$ in aqueous $H_2\mathrm{Cl}$?

What is the major product when $\left(R\right)$-3-bromo-2,3-dimethylpentane is treated with aqueous sodium hydroxide (${\mathrm{NaOH}}_{}$) under standard conditions?

What is the product of the reaction between bromoethane ($C_2{H}_5\mathrm{Br}$) and sodium hydroxide ($\mathrm{NaOH}$) in aqueous solution?

Which of the following alcohols will most likely undergo substitution by an $S_{N}1$ mechanism in acidic conditions?

Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution: $\mathrm{amide}$, $\mathrm{ester}$, $\mathrm{acid}-\mathrm{chloride}$.

In the context of nucleophilic substitution reactions, which of the following is most likely to break a nitrogen-containing bond such as a $C–N$ bond in an alkylamine?

Which of the following best describes the outcome when the ${\mathrm{acetylide}}_{-}$ ion reacts with $\mathrm{CH}{3}_{}\mathrm{OH}$ in a nucleophilic substitution reaction?

Determine whether the following reaction is an example of a nucleophilic substitution reaction: ${\mathrm{CH}}_3{\mathrm{Br}}_1$ + ${\mathrm{OH}}_1$ → ${\mathrm{CH}}_3{\mathrm{OH}}_1$ + ${\mathrm{Br}}_1-$

For a certain nucleophilic substitution reaction, the rate of substitution is found to depend only on the concentration of the substrate and not on the concentration of the nucleophile. Which type of mechanism is most likely operating in this reaction?

Which of the following is the major product formed when $C_4{H}_9\mathrm{Br}$ (2-bromo-2-methylpropane) reacts with $C_4{H}_{9}OK$ (potassium t-butoxide) in ethanol?

Which of the following alkyl halides reacts fastest with trimethylamine in an $S_{\mathrm{N\; 2}}$ reaction?

Which of the following compounds can be prepared by reacting an alkyl iodide with a suitable nucleophile in a nucleophilic substitution reaction?

Which of the following reactions is classified as a nucleophilic substitution reaction?

Which of the following is the major organic product formed when $t_1-\mathrm{butyl} \mathrm{bromide}$ reacts with water in an $S{N}_1$ reaction? Ignore any inorganic byproducts.

When 1-bromopropane reacts with $NaCN$ in acetonitrile, which product is primarily formed?