Start learning →

Ethanol reacts with $\mathrm{PCl_5}$ to give which set of products?

A$\mathrm{CH_3CH_2Cl} + \mathrm{POCl_3} + \mathrm{HCl}$
B$\mathrm{CH_3CH_3} + \mathrm{H_2O}$
C$\mathrm{CH_3CH_2OH \cdot HCl}$ (complex salt)
D$\mathrm{CH_3CHO} + \mathrm{H_2}$
Answer & Solution
Correct answer: A. $\mathrm{CH_3CH_2Cl} + \mathrm{POCl_3} + \mathrm{HCl}$
1. Your syllabus: $\mathrm{PCl_5}$ is a strong chlorinating agent that converts alcohols to alkyl chlorides. 2. Generic equation: $\mathrm{R{-}OH} + \mathrm{PCl_5} \to \mathrm{R{-}Cl} + \mathrm{POCl_3} + \mathrm{HCl}$. 3. For ethanol: $\mathrm{CH_3CH_2OH} + \mathrm{PCl_5} \to \mathrm{CH_3CH_2Cl} + \mathrm{POCl_3} + \mathrm{HCl}$. 4. All three by-products are formed: ethyl chloride (the substitution product), phosphoryl chloride (from $\mathrm{PCl_5}$ losing $\mathrm{Cl}$ and gaining $\mathrm{O}$), and HCl gas. 5. Option B describes a different reaction. Option C is a salt that doesn't form. Option D is dehydrogenation, not happening here. _Source: syllabus Chemistry Part 2, Ch 7, §7.4 (Conversion of alcohols to alkyl halides — $\mathrm{PCl_5}$, $\mathrm{PCl_3}$, $\mathrm{SOCl_2}$), p. 12–13._
Practise this question with Quill — AP Intermediate 2nd Year →

Keep practising Haloalkanes, Alcohols and Ethers

Browse all Haloalkanes, Alcohols and Ethers questions for AP Intermediate 2nd Year, or explore more Chemistry topics.

Start a Haloalkanes, Alcohols and Ethers lesson →