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Question

Chemistry Question on Alcohols, Phenols and Ethers

CH3CH2COOHFeCl2Xalc.KOHY,C{{H}_{3}}C{{H}_{2}}COOH\xrightarrow[Fe]{C{{l}_{2}}}X\xrightarrow{alc.\,KOH}Y, the compound YY is:

A

CH2==CHCOOHC{{H}_{2}}==CHCOOH

B

CH2CHClCOOHC{{H}_{2}}CHClCOOH

C

CH3CH2CNC{{H}_{3}}C{{H}_{2}}CN

D

CH3CH2OHC{{H}_{3}}C{{H}_{2}}OH

Answer

CH2==CHCOOHC{{H}_{2}}==CHCOOH

Explanation

Solution

Propanoic acid, on treatment with halogen, in presence of catalyst, gives a-halo derivative. Thus, the complete reaction is as follows CH3.CH2COOHFeCl2CH3CCl H.COOHC{{H}_{3}}.C{{H}_{2}}COOH\xrightarrow[Fe]{C{{l}_{2}}}\,C{{H}_{3}}-\overset{\begin{smallmatrix} Cl \\\ | \end{smallmatrix}}{\mathop{C}}\,H.COOH Dehydrodehalogenationalc.KOHCH2==CHCOOHAcrylicacid\xrightarrow[\text{Dehydrodehalogenation}]{\text{alc}\text{.}\,\text{KOH}}\underset{\text{Acrylic}\,\,\text{acid}}{\mathop{C{{H}_{2}}==CH\cdot COOH}}\, Hence, the product is acrylic acid.