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Reimer Tiemann introduces an aldehyde gr...

Reimer Tiemann 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 salicylaldehydes as depicted below.
The structure of the intermediate (X) is

A

B

C

D

Text Solution

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The correct Answer is:
B
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Knowledge Check

  • Reimer Tiemann 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 salicylaldehydes as depicted below. The electrophile in this reaction is

    A
    :CHCI
    B
    `:""^+(CHCl)2`
    C
    :`C Cl_2`
    D
    :`C Cl_3`

  • Reimer Tiemann 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 salicylaldehydes as depicted below. The electrophile in this reaction is

    A
    :CHCI
    B
    `:""^+CHCl)2`
    C
    :CCl_2`
    D
    :CCl_3`

  • Aryl halides that have no activating substituent (electron withdrawing substituent ) at ortho or para position do not generally react with nucleophiles under ordinary laboratory conditions. However, they can be made to undergo nucleophilic aromatic substitution of halogen by using very nucleophilic aromatic substitution of halogen by using very strong base (formation of benzyne intermediate ) and addition of nucleophile ( NH_3 in this case) to the benzyne intermediate. The main intermediate formed in the reaction of m-bromoanisole with NaNH_2 in liquid ammonia is

    A
    B
    C
    D

    • Similar Questions

    Explore conceptually related problems

    Give an example of a group which increases the rate of aromatic electrophilic substitution reaction.

    Explain the fact that in aryl alkyl ethers (i) the alkoxy group activates the benzene ring towards electrophilic substitution and (ii) it directs the incoming substituents to ortho and para positions in benzene ring.

    Nitration is an example of aromatic electrophilic substitution and its rate depends upon the group already present in the benzene ring. Out of benzene and phenol, which one is more easily nitrated and why ?

    Give example: (1) a non - nuclephilic anion (2) a planar carbocation (3) an aromatic carbocation (4) an aromatic carbanion (5) a reagent which acts as source of carbanion (6) a reaction which does not proceed through intermediate (7) an aprotic polar solvent (8) an ambident nucleophile (9) a neutral electrophile (10) a group which stabilises a carbocation (11) a group which stabilies a carbanion (12) an alkyl group whcih does not supply electrons to a double bond by hyperconjugation (13) a carbocation which can be stored for years.

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