In the reaction of phenol with CHCl3 in aqueous sodium hydroxide at 70°C, the electrophile attacking the ring is

strong{font-weight:bold !important} In the reaction of phenol with chloroform (CHCl₃) in aqueous sodium hydroxide at 70°C, the electrophile attacking the aromatic ring is dichlorocarbene (:CCl₂). This reaction is known as the Reimer–Tiemann reaction.Explanation:Formation of Phenoxide Ion: Phenol reacts with sodium hydroxide to form the phenoxide ion, which is more nucleophilic than phenol itself.Generation of Dichlorocarbene: Chloroform, in the presence of a strong base like sodium hydroxide, undergoes deprotonation followed by elimination to produce dichlorocarbene (:CCl₂).Electrophilic Attack: The electron-rich phenoxide ion facilitates the electrophilic attack by the dichlorocarbene, predominantly at the ortho position relative to the hydroxyl group.Formation of Salicylaldehyde: Subsequent hydrolysis of the intermediate leads to the formation of salicylaldehyde.Therefore, the correct answer is :CCl₂.

In the reaction of phenol with CHCl3 in aqueous sodium hydroxide at 70°C, the electrophile attacking the ring is

strong{font-weight:bold !important} In the reaction of phenol with chloroform (CHCl₃) in aqueous sodium hydroxide at 70°C, the electrophile attacking the aromatic ring is dichlorocarbene (:CCl₂). This reaction is known as the Reimer–Tiemann reaction.Explanation:Formation of Phenoxide Ion: Phenol reacts with sodium hydroxide to form the phenoxide ion, which is more nucleophilic than phenol itself.Generation of Dichlorocarbene: Chloroform, in the presence of a strong base like sodium hydroxide, undergoes deprotonation followed by elimination to produce dichlorocarbene (:CCl₂).Electrophilic Attack: The electron-rich phenoxide ion facilitates the electrophilic attack by the dichlorocarbene, predominantly at the ortho position relative to the hydroxyl group.Formation of Salicylaldehyde: Subsequent hydrolysis of the intermediate leads to the formation of salicylaldehyde.Therefore, the correct answer is :CCl₂.

AI Mentor

Check Your IQ

Free Expert Demo

Try Test

Courses

Dropper NEET Course Dropper JEE Course Class - 12 NEET Course Class - 12 JEE Course Class - 11 NEET Course Class - 11 JEE Course Class - 10 Foundation NEET Course Class - 10 Foundation JEE Course Class - 10 CBSE Course Class - 9 Foundation NEET Course Class - 9 Foundation JEE Course Class -9 CBSE Course Class - 8 CBSE Course Class - 7 CBSE Course Class - 6 CBSE Course

Offline Centres

In the reaction of phenol with CHCl₃ in aqueous sodium hydroxide at 70°C, the electrophile attacking the ring is

see full answer

Your Exam Success, Personally Taken Care Of

1:1 expert mentors customize learning to your strength and weaknesses – so you score higher in school , IIT JEE and NEET entrance exams.

An Intiative by Sri Chaitanya

$: {CCl}_{2}$

$^{-} : {CCl}_{3}$

${CHCl}_{3}$

$^{-} : {CHCl}_{2}$

answer is B.

(Unlock A.I Detailed Solution for FREE)

Best Courses for You

JEE

NEET

Foundation JEE

Foundation NEET

CBSE

Detailed Solution

In the reaction of phenol with chloroform (CHCl₃) in aqueous sodium hydroxide at 70°C, the electrophile attacking the aromatic ring is dichlorocarbene (:CCl₂). This reaction is known as the Reimer–Tiemann reaction.

Explanation:

Formation of Phenoxide Ion: Phenol reacts with sodium hydroxide to form the phenoxide ion, which is more nucleophilic than phenol itself.
Generation of Dichlorocarbene: Chloroform, in the presence of a strong base like sodium hydroxide, undergoes deprotonation followed by elimination to produce dichlorocarbene (:CCl₂).
Electrophilic Attack: The electron-rich phenoxide ion facilitates the electrophilic attack by the dichlorocarbene, predominantly at the ortho position relative to the hydroxyl group.
Formation of Salicylaldehyde: Subsequent hydrolysis of the intermediate leads to the formation of salicylaldehyde.

Therefore, the correct answer is :CCl₂.

Watch 3-min video & get full concept clarity