When phenol is reacted with CHCl3 and NaOH followed by acidification, salicylaldehyde is obtained. How many among following species are involved in the above mentioned reaction as intermediates?

Question

When phenol is reacted with CHCl3 and NaOH followed by acidification, salicylaldehyde is obtained. How many among following species are involved in the above mentioned reaction as intermediates? <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/00af06351c6471e0b779b5b2f43eb5f3-.png" /> (A)  (B)  (C)  (D)

Tardigrade Admin · Accepted Answer

The given reaction involves electrophilic substitution on the highly reactive phenoxide ion Here the electrophile is dichlorocarbene formed by the action of strong alkali on chloroform CHCl3 +OH- leftharpoons CCl-3+H2O: CCl-3 leftharpoons underset textDichlorocarbene:CCl2+Cl- <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/6e691542f19b067955b2037611b4b575-.png" />

Q. When phenol is reacted with $C H C l_{3}$ and $N a O H$ followed by acidification, salicylaldehyde is obtained. How many among following species are involved in the above mentioned reaction as intermediates?

The given reaction involves electrophilic substitution on the highly reactive phenoxide ion
Here the electrophile is dichlorocarbene formed by the action of strong alkali on chloroform
$C H C l_{3} + O H^{-} CC l_{3}^{-} + H_{2} O$
$: CC l_{3}^{-} Dichlorocarbene : CC l_{2} + C l^{-}$

Q. When phenol is reacted with CHCl3​ and NaOH followed by acidification, salicylaldehyde is obtained. How many among following species are involved in the above mentioned reaction as intermediates?

The given reaction involves electrophilic substitution on the highly reactive phenoxide ion Here the electrophile is dichlorocarbene formed by the action of strong alkali on chloroform CHCl3​+OH−​CCl3−​+H2​O :CCl3−​​Dichlorocarbene:CCl2​​+Cl−

Q. When phenol is reacted with $C H C l_{3}$ and $N a O H$ followed by acidification, salicylaldehyde is obtained. How many among following species are involved in the above mentioned reaction as intermediates?

The given reaction involves electrophilic substitution on the highly reactive phenoxide ion
Here the electrophile is dichlorocarbene formed by the action of strong alkali on chloroform
$C H C l_{3} + O H^{-} CC l_{3}^{-} + H_{2} O$
$: CC l_{3}^{-} Dichlorocarbene : CC l_{2} + C l^{-}$