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Question

Allyl phenyl ether can be prepared by heating


A

CH2=CH-CH2-Br+C6H5ONa

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B

C6H5-CH=CH-Br+CH3-ONa

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C

C6H5Br+CH2=CH-CH2-ONa

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D

CH2=CH-Br+C6H5-CH2-ONa

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Solution

The correct option is A

CH2=CH-CH2-Br+C6H5ONa


Ethers: Ethers are a class of organic compounds that contain an oxygen atom connected to two alkyl or aryl groups. They have the general formula R-O-R', where R and represent the alkyl or aryl groups.

Example: Diethyl ether (C2H5-O-C2H5)

Preparation of ethers: Ethers can be prepared by a number of methods.

  • One of the most important methods is Williamson ether synthesis.
  • Allyl phenyl ether can be prepared by this method using phenoxides (C6H5-O-) and allylic halides(R-CH=CH-X).
  • The reaction between phenoxide ion and allylic halides undergoes SN2 (Nucleophilic substitution bimolecular) mechanism.
  • This method usually does not work well for aryl halides, example- bromobenzene (C6H5Br). Hence, option (C) is incorrect.
  • Since, SN2 mechanism depends on the steric hindrance, hence, option (B) is incorrect due to steric hindrance from the large alkyl group.
  • Option (D) is also incorrect as there is no phenoxide present in the reactants.
  • Hence, the correct option is (A) in which a primary allylic halide is reacting with sodium phenoxide to produce ether.

CH2=CH-CH2-Br+C6H5-ONaCH2=CH-CH2-O-C6H5+NaBr


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