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Alcohols Phenols and Ethers question

2023 · 10 Apr · Shift 1 · Q12
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Alcohols Phenols and Ethers question

2023 · 10 Apr · Shift 1 · Q12

JEE MainChemistryAlcohols Phenols and EthersMCQ+4 / −1
Suitable reaction condition for preparation of Methyl phenyl ether is
  1. A
    Benzene, MeBr
  2. B
    PhOΘNa⊕\mathrm{Ph{O^\Theta }N{a^ \oplus }}PhOΘNa⊕, MeBr
  3. C
    Ph - Br, MeOΘNa⊕\mathrm{Me{O^\Theta }N{a^ \oplus }}MeOΘNa⊕
  4. D
    PhOΘNa⊕\mathrm{Ph{O^\Theta }N{a^ \oplus }}PhOΘNa⊕, MeOH
View written solutionFree

Correct answer: B

  1. Identify the target compound

    Methyl phenyl ether is anisole, with structure: Ph−O−CH3\mathrm{Ph-O-CH_3}Ph−O−CH3​

  2. Best method for preparing ethers

    A common method is Williamson ether synthesis: R−O−Na++R′−X→R−O−R′+NaX\mathrm{R-O^-Na^+ + R'-X \rightarrow R-O-R' + NaX}R−O−Na++R′−X→R−O−R′+NaX

    This works best when the alkyl halide R′−X\mathrm{R'-X}R′−X is primary, so that it undergoes SN2\mathrm{S_N2}SN​2 substitution easily.

  3. Check each option

    Option A: Benzene, MeBr

    Benzene does not contain an oxygen atom, so it cannot directly give anisole with methyl bromide. Also, this is not a valid ether synthesis condition.

    Option A is incorrect.

    Option B: PhO−Na+\mathrm{PhO^-Na^+}PhO−Na+, MeBr

    Sodium phenoxide reacts with methyl bromide via Williamson ether synthesis: PhO−Na++CH3Br→PhOCH3+NaBr\mathrm{PhO^-Na^+ + CH_3Br \rightarrow PhOCH_3 + NaBr}PhO−Na++CH3​Br→PhOCH3​+NaBr This gives methyl phenyl ether (anisole).

    Option B is correct.

    Option C: Ph-Br, MeO−Na+\mathrm{MeO^-Na^+}MeO−Na+

    This would require nucleophilic substitution on an aryl halide (Ph−Br\mathrm{Ph-Br}Ph−Br). Aryl halides do not undergo normal SN2\mathrm{S_N2}SN​2 reactions. Hence anisole is not formed under these conditions.

    Option C is incorrect.

    Option D: PhO−Na+\mathrm{PhO^-Na^+}PhO−Na+, MeOH

    Methanol is not a good alkylating agent. It does not provide the methyl group to form anisole in Williamson synthesis.

    Option D is incorrect.

  4. Final answer

    The suitable reaction condition is: PhO−Na+, MeBr\boxed{\mathrm{PhO^-Na^+,\, MeBr}}PhO−Na+,MeBr​

    So, the correct option is B.

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