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Karnataka Board PUCPUC Science 2nd PUC Class 12

Elimination reactions (especially β-elimination) are as common as the nucleophilic substitution reaction in case of alkyl halides. Specify the reagents used in both cases.

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Question

Elimination reactions (especially β-elimination) are as common as the nucleophilic substitution reaction in case of alkyl halides. Specify the reagents used in both cases.

Short/Brief Note
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Solution

Alkyl halides undergo nucleophilic substitution as well as elimination (Beta-elimination) reaction. However, by proper choice of reagents and reaction conditions, a particular product can be obtained. Usually strong and bulky bases and high temperature favour elimination reactions while weaker and smaller bases and lower temperature favour substitution reactions. For example, ethyl bromide on heating with alcoholic KOH (which contain stronger base, \[\ce{C2H5O}\] ion) at about 473-523 K undergoes elimination to give ethene. But with aqueous \[\ce{KOH}\] at about 373 K, it gives ethanol.

\[\ce{CH3CH2Br ->[alc.KOH][473-523 K] CH2 = CH2 (Elimination)}\]

\[\ce{CH3CH2Br ->[aq.KOH][373 K] CH3CH2OH (Substitution)}\]

Nucleophilic substitution: Reagents used nucleophilies like \[\ce{- \overset{-}{O}H, NH3, \overset{-}{C} ≡ N;, AgCN:, O = N - O, \overset{-}{O}R}\]' etc. also, alc. \[\ce{KOH}\] at lower temperature (373 K) undergoes substitution reaction. 

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Chapter 10: Haloalkanes and Haloarenes - Exercises [Page 145]

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NCERT Exemplar Chemistry Exemplar [English] Class 12
Chapter 10 Haloalkanes and Haloarenes
Exercises | Q III. 71. | Page 145

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