Sign in
12thPass logo
New chatPYQ LibraryDoubtsRank report
Sign in to see Recents

Your guest activity stays on this device

Sign in to save progress →
Sign in

Alcohols Phenols and Ethers question

2006 · Shift 0 · Q12
Guest · filters and generic practice availableBrowsing as a guest · PYQ filters and generic practice are available. Sign in only for personalised features and saved progress.
  1. PYQ Library
  2. /JEE Main
  3. /Chemistry
  4. /Alcohols Phenols and Ethers
  5. /2006 · Shift 0 · Q12

Alcohols Phenols and Ethers question

2006 · Shift 0 · Q12

JEE MainChemistryAlcohols Phenols and EthersMCQ+4 / −1
Phenyl magnesium bromide reacts with methanol to give
  1. A
    a mixture of anisole and Mg(OH)Br
  2. B
    a mixture of benzene and Mg(OMe)Br
  3. C
    a mixture of toluene and Mg(OH)Br
  4. D
    a mixture of phenol and Mg(Me)Br
View written solutionFree

Correct answer: B

  1. Identify the reagent

    Phenyl magnesium bromide is a Grignard reagent: C6H5MgBr\mathrm{C_6H_5MgBr}C6​H5​MgBr

    Grignard reagents behave like strong bases as well as nucleophiles.

  2. Reaction with methanol

    Methanol is a protic compound: CH3OH\mathrm{CH_3OH}CH3​OH

    Since Grignard reagents are very strong bases, they abstract the acidic proton from alcohols.

    So the reaction is: C6H5MgBr+CH3OH→C6H6+CH3OMgBr\mathrm{C_6H_5MgBr + CH_3OH \rightarrow C_6H_6 + CH_3OMgBr}C6​H5​MgBr+CH3​OH→C6​H6​+CH3​OMgBr

    That is, PhMgBr+MeOH→PhH+Mg(OMe)Br\mathrm{PhMgBr + MeOH \rightarrow PhH + Mg(OMe)Br}PhMgBr+MeOH→PhH+Mg(OMe)Br

  3. Products formed

    • C6H6\mathrm{C_6H_6}C6​H6​ = benzene
    • Mg(OMe)Br\mathrm{Mg(OMe)Br}Mg(OMe)Br = magnesium methoxide bromide

  4. Check options

    • A: anisole + Mg(OH)Br\mathrm{Mg(OH)Br}Mg(OH)Br ❌
      • No ether formation occurs here.
    • B: benzene + Mg(OMe)Br\mathrm{Mg(OMe)Br}Mg(OMe)Br ✅
    • C: toluene + Mg(OH)Br\mathrm{Mg(OH)Br}Mg(OH)Br ❌
      • Toluene is not formed.
    • D: phenol + Mg(Me)Br\mathrm{Mg(Me)Br}Mg(Me)Br ❌
      • This is not the behavior of Grignard reagent with methanol.

  5. Final answer

    The correct product is: benzene and Mg(OMe)Br\boxed{\text{benzene and } \mathrm{Mg(OMe)Br}}benzene and Mg(OMe)Br​

    So the correct option is B.

PreviousNext

More from Alcohols Phenols and Ethers

  • HBr reacts with CH2​=CH–OCH3​ under anhydrous conditions at room temperature to give2006 · MCQ
  • The structure of the compound that gives a tribromo derivative on treatment with bromine water is2006 · MCQ
  • The electrophile involved in the above reaction is Includes diagram2006 · MCQ
  • Among the following the one that gives positives iodoform test upon reaction with I2​ and NaOH is2006 · MCQ
  • Acid catalyzed hydration of alkenes except ethene leads to the formation of2005 · MCQ
  • The best reagent to convert pent -3- en-2-ol into pent -3-en-2-one is2005 · MCQ
  • Acetyl bromide reacts with excess of CH3​MgI followed by treatment with a saturated solution of NH4​Cl given2004 · MCQ
  • Among the following compounds which can be dehydrated very easily is2004 · MCQ