Arrange the following compounds in order of d | vedclass

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Question

(C) The acidity of substituted phenols depends on the nature of the substituent group attached to the benzene ring.Electron-withdrawing groups $(EWG)$

Vedclass · Accepted Answer

$III > I > II > IV$

Vedclass · Answer

(C) The acidity of substituted phenols depends on the nature of the substituent group attached to the benzene ring.Electron-withdrawing groups $(EWG)$ stabilize the phenoxide ion through $-I$ and $-M$ effects,thereby increasing acidity.Electron-releasing groups $(ERG)$ destabilize the phenoxide ion through $+I$ and $+M$ effects,thereby decreasing acidity.Comparing the substituents:$III$ $(NO_2)$: Strong $-M$ and $-I$ effect (Strongest acid).$I$ $(Cl)$: $-I$ effect (Weakly acidic).$II$ $(CH_3)$: $+I$ effect and hyperconjugation (Electron releasing).$IV$ $(OCH_3)$: Strong $+M$ effect (Strongest electron releasing group,weakest acid).Thus,the order of decreasing acidity is $III > I > II > IV$.

Acid	$pK_a$
$(i)$ Phenol	$a. 10$
$(ii)$ $p-$Nitrophenol	$b. 7.1$
$(iii)$ Ethyl alcohol	$c. 16$
$(iv)$ Picric acid	$d. 0.78$

Arrange the following compounds in order of decreasing acidity:

Similar Questions

Arrange the following compounds in increasing order of $C-OH$ bond length: methanol,phenol,$p-$ethoxyphenol.

Phenol $\xrightarrow[{{H^ + }}]{{CHCl_3/NaOH}}$ Salicylaldehyde. The above reaction is known as:

Match the following acids with their respective $pK_a$ values:
Acid $pK_a$
$(i)$ Phenol $a. 10$
$(ii)$ $p-$Nitrophenol $b. 7.1$
$(iii)$ Ethyl alcohol $c. 16$
$(iv)$ Picric acid $d. 0.78$

Assertion : Reimer-Tiemann reaction of phenol with $CCl_4$ in $NaOH$ at $340 \ K$ gives salicylic acid as the major product. Reason : The reaction occurs through intermediate formation of dichlorocarbene.

What will be the product $(A)$ in the following reaction?
$p$-cresol $\xrightarrow[(ii) H^+]{(i) CHCl_3/KOH} (A)$

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