(D) The acidity of methylenic hydrogens $(-CH_2-)$ increases when they are attached to electron-withdrawing groups (EWGs).In $CH_3-CO-CH_2-CN$,the met

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(D) The acidity of methylenic hydrogens $(-CH_2-)$ increases when they are attached to electron-withdrawing groups (EWGs).In $CH_3-CO-CH_2-CN$,the methylene group is located between two strong EWGs: an acetyl group $(-COCH_3)$ and a cyano group $(-CN)$.This makes these hydrogens the most acidic due to the strong $-I$ and $-M$ effects of both groups,which stabilize the resulting carbanion through resonance.

Class 12 Chemistry 2 Aldehydes, Ketones and Carboxylic Acids: Carboxylic Acids and their Derivatives Properties of Carboxylic Acids and Their Derivatives

Medium

In which of the following compounds are the methylenic hydrogens the most acidic?

A
$CH_3-CO-CH_2-CH_3$
B
$CH_3-CH_2-COOC_2H_5$
C
$CH_3-CH_2-CH(COOC_2H_5)_2$
D
$CH_3-CO-CH_2-CN$

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2 Aldehydes, Ketones and Carboxylic Acids: Carboxylic Acids and their Derivatives

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Properties of Carboxylic Acids and Their Derivatives

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Arrange the following compounds in order of their acidic strength :-
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Assign the structure of the major product $(X)$ of the reaction given below:
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In which of the following compounds are the methylenic hydrogens the most acidic?

Similar Questions

All of the following compounds react with ethylmagnesium bromide $(CH_3CH_2MgBr)$. Alcohols are formed from three of the compounds. Which one does not give an alcohol?

$Methyl$ propanoate on hydrolysis with dil. $NaOH$ forms a salt which on further acidification with conc. $HCl$ forms . . . . . . .

Arrange the following compounds in order of their acidic strength :-$(i) \, CF_3SO_3H, \, (ii) \, C_6H_5COOH, \, (iii) \, C_6H_5OH$

Assign the structure of the major product $(X)$ of the reaction given below:$C_6H_5-CH(OH)-COOH$ $\xrightarrow{CH_3CH_2OH, HCl(g), \Delta}$ $\xrightarrow{SOCl_2, \Delta} (X)$

$A$ sweet-smelling compound formed by reacting acetic acid with ethanol in the presence of hydrochloric acid is

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Arrange the following compounds in order of their acidic strength :-
$(i) \, CF_3SO_3H, \, (ii) \, C_6H_5COOH, \, (iii) \, C_6H_5OH$

Assign the structure of the major product $(X)$ of the reaction given below:
$C_6H_5-CH(OH)-COOH$ $\xrightarrow{CH_3CH_2OH, HCl(g), \Delta}$ $\xrightarrow{SOCl_2, \Delta} (X)$