Question
Download Solution PDFDuring conversion of alcohol to alkyl halide, which of the below is correct?
Answer (Detailed Solution Below)
Detailed Solution
Download Solution PDFCONCEPT:
Reactivity of Alcohols in Conversion to Alkyl Halides
- When alcohols are converted to alkyl halides, the reactivity order depends on the stability of the carbocation intermediate formed during the reaction.
- In these reactions, tertiary (3°) alcohols are the most reactive, followed by secondary (2°) alcohols, and then primary (1°) alcohols.
- This trend is due to the stability of the carbocation intermediate formed during the reaction, which increases in the order: 3° > 2° > 1°.
EXPLANATION:
- During the conversion of alcohols to alkyl halides, the reaction typically proceeds via a carbocation intermediate when using reagents like HCl, HBr, or HI.
- The formation of the carbocation is the rate-determining step.
- Tertiary alcohols (3°) form the most stable carbocations due to the +I (inductive) and hyperconjugation effects of surrounding alkyl groups.
- Secondary alcohols (2°) form moderately stable carbocations.
- Primary alcohols (1°) form the least stable carbocations, making them the least reactive in this process.
Thus, the reactivity order for alcohols in this reaction is: 3° > 2° > 1°.
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