Chemistry - Halogen Derivative Question with Solution | TestHub

Isopropyl alcohol + $SOC{l}_2\to P$ (product of $S_{N}2$ reaction, $Cl$ replaces $OH$ with inversion): 2-chloropropane

Isopropyl alcohol + $HBr\to Q$ (product of $S_{N}1$ reaction, $Br$ replaces $OH$): 2-bromopropane

$P$ (2-chloropropane) + $AgF\to R$ (Swarts reaction, $F$ replaces $Cl$): 2-fluoropropane

$P$ (2-chloropropane) + $NaI/Acetone\to S$ (Finkelstein reaction, $I$ replaces $Cl$): 2-iodopropane

(1) $P\to R$: Swarts reaction: Correct. The reaction of an alkyl chloride with a metallic fluoride ($AgF$) to form an alkyl fluoride is known as the Swarts reaction.

(2) $P\to S$: Finkelstein reaction: Correct. The reaction of an alkyl chloride with $NaI$ in acetone to form an alkyl iodide is known as the Finkelstein reaction.

(3) The formation of $P$ from isopropyl alcohol is an example of an intramolecular substitution reaction: Correct. The reaction with $SOC{l}_2$ proceeds with retention or inversion depending on conditions, but the overall type of substitution is generally considered intramolecular in this specific reagent use.

(4) The same product $Q$ is formed when isopropyl alcohol reacts with $NaBr$: Incorrect. The reaction with $NaBr$ requires an acid catalyst ($H_{2}S{O}_4$) to form 2-bromopropane. Without the acid, the reaction does not proceed readily.

(5) The boiling point order of $P,Q,R,S$ is $S>Q>P>R$: Correct. The boiling points of haloalkanes increase with the increasing atomic size of the halogen ($I>Br>Cl>F$).

(6) $P$ and $Q$ are related as functional isomers: Incorrect. They are positional isomers (both are haloalkanes, but with different halogens).