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Reimer -Tiemann reaction involves a...

Reimer -Tiemann reaction involves a

A

Carbonium ion intermediate

B

Carbene intermediate

C

Carbanion intermediate

D

Free radical intermediate

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The correct Answer is:
B
Reimer-Tiemann reaction involves a carbene intermediate.
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It is believed that chloroform and hydroxide ion react to produce an electron deficient intermediate dichlorocarbene : C Cl_(2) (DC C) Treatment of phenol with DCC in basic medium introduces an aldehyde group, onto the aromatic ring. This reaction is known as Reimer Tiemann reaction. The Reimer-Tiemann reaction involves electrophilic substitution on highly reactive phenoxide ring The electrophilic reagent is dichloro carbene : C Cl_(2) . o-product is major product because : (i) There are two o-positions available as compared to one para. (ii) o-product is more stable due to the formation ofsix membered chelate formation. If 1^(@) amines (aliphatic and aromatic) react with DCC in basic medium it yield isocyanide or carbylamine. The reaction is known as carbylamine reaction. The product is known as isocyanide & it is a foul smelling substance. Step marked by * is :

The product of Reimer-Tiemann reaction is a

The product of Reimer-Tiemann reaction is a

Reimer -Tiemann reaction introduces an aldehyde group on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicyladehydes as depicted below. The electrophile in this reaction is

Reimer-Tiemann reaction introduces an aldehyde group on to the aromatic ring of phenol, ortho to the hydroxyl group. This reacrtion involves electrophilic aromatic subsititution. It is a general method for the synthesis of subsituted salicyladehydes as depiced below: The electrophile in this reaction is: