$\mathrm{A}=\mathrm{Br}_2 / \mathrm{CCl}_4 \quad \mathrm{~B}=$ alc. $\mathrm{KOH} \quad \mathrm{C}=\mathrm{NaNH}_2 \quad \mathrm{D}=$ Red hot Fe tube

$\mathrm{A}=\mathrm{HBr} \quad \mathrm{B}=$ alc. $\mathrm{KOH} \quad \mathrm{C}=\mathrm{CaC}_2 \quad \mathrm{D}=$ Red hot Ni tube

$A=\mathrm{CHBr}_3 \quad B=$ aq. $\mathrm{KOH} \quad C=$ Conc. $\mathrm{HI} \quad D=$ Red hot Pd tube

$\mathrm{A}=\mathrm{Br}_2 / \mathrm{CCl}_4 \quad \mathrm{~B}=$ aq. $\mathrm{KOH} \quad \mathrm{C}=$ Conc. $\mathrm{H}_2 \mathrm{SO}_4 \quad \mathrm{D}=$ Red hot Cu tube

The rate of reaction depends on the concentration of the haloalkane and the nucleophile $\mathrm{OH}^{-}$

The reaction occurs at a fast rate since the substrate is a tertiary alkyl halide and follows $\mathrm{S}_{\mathrm{N}} 1$ mechanism.

The reaction is not favoured by the presence of polar protic solvent.

The reaction occurs at a slow rate since it follows $\mathrm{S}_{\mathrm{N}} 2$ mechanism.

1- Chloro-2-methylbutane

1-Chloropentane.

2-Chloro-3, 3-dimethylpentane

2- Chlorobutane.