Question
Download Solution PDFWhat is the correct order of reactivity of alcohols in the following reaction?
\(\mathbf{R}-\mathbf{O H}+\mathbf{H C l} \xrightarrow{\mathrm{ZnCl}_{2}} \mathbf{R}-\mathbf{C l}+\mathbf{H}_{2} \mathbf{O}\)
Answer (Detailed Solution Below)
Detailed Solution
Download Solution PDFCONCEPT:
Reactivity of Alcohols
- The reactivity of alcohols with hydrochloric acid (HCl) in the presence of zinc chloride (ZnCl2) follows a specific order based on the structure of the alcohol.
- Zinc chloride acts as a catalyst in this reaction, converting alcohols into alkyl chlorides through the formation of a carbocation intermediate.
EXPLANATION:
- The reactivity order of alcohols can be explained by the stability of the carbocation intermediate formed during the reaction.
- The stability of carbocations follows the order:
- 3o (tertiary) > 2o (secondary) > 1o (primary).
- In the given reaction:
- R-OH + HCl → R-Cl + H2O (in the presence of ZnCl2).
- The tertiary alcohols (3o) form the most stable carbocation and react the fastest.
- The secondary alcohols (2o) form less stable carbocations compared to tertiary but more stable than primary.
- The primary alcohols (1o) form the least stable carbocations and react the slowest.
Therefore, the correct order of reactivity of alcohols in the given reaction is 1o < 2o < 3o.
Last updated on Jul 3, 2025
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