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Question 65 of 83

Q.What is the action of the following on ethyl bromide

(i) alcoholic solutions of potassium hydroxide
(ii) moist silver oxide
(iii) silver acetate?
Maharashtra MsbshseMaharashtra HSC (MSBSHSE) Board 2019Subjective· 3mImportance★★★★★
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Ethyl bromide undergoes elimination with alcoholic KOH, hydrolysis with moist silver oxide, and ester formation with silver acetate.

(i) Alcoholic KOH: favours elimination (dehydrohalogenation) over substitution, giving ethene:

C2H5Br+KOH (alc.)→ΔCH2=CH2+KBr+H2OC_2H_5Br + KOH\,(alc.) \xrightarrow{\Delta} CH_2=CH_2 + KBr + H_2O

(ii) Moist silver oxide (Ag2O/H2OAg_2O/H_2O): provides Ag+Ag^+ (to remove Br−Br^- as insoluble AgBrAgBr, driving the reaction) and hydroxide, effecting nucleophilic substitution (hydrolysis) to give ethanol:

C2H5Br+AgOH→C2H5OH+AgBr↓C_2H_5Br + AgOH \rightarrow C_2H_5OH + AgBr\downarrow

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