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

2019 · 11 Jan · Shift 2 · Q4
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. /2019 · 11 Jan · Shift 2 · Q4

Alcohols Phenols and Ethers question

2019 · 11 Jan · Shift 2 · Q4

JEE MainChemistryAlcohols Phenols and EthersMultiple correct+4 / −1
Which of the following compounds reacts with ethylmagnesium bromide and also decolourizes bromine water solution:
  1. A
    JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 133 English Option 1
  2. B
    JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 133 English Option 2
  3. C
    JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 133 English Option 3
  4. D
    JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Alcohols, Phenols and Ethers Question 133 English Option 4
View written solutionFree

Correct answer: B, C

The question asks for compounds which satisfy both conditions:

  1. React with ethylmagnesium bromide (C2H5MgBr)(\mathrm{C_2H_5MgBr})(C2​H5​MgBr)
  2. Decolourize bromine water

1. Key idea: reaction with ethylmagnesium bromide

Grignard reagent C2H5MgBr\mathrm{C_2H_5MgBr}C2​H5​MgBr reacts with compounds containing an acidic hydrogen, such as:

  • alcohols (−OH)(\mathrm{-OH})(−OH)
  • phenols (ArOH)(\mathrm{ArOH})(ArOH)
  • carboxylic acids
  • terminal alkynes, etc.

For phenols/alcohols:

C2H5MgBr+R−OH→C2H6+R−OMgBr\mathrm{C_2H_5MgBr + R-OH \rightarrow C_2H_6 + R-OMgBr}C2​H5​MgBr+R−OH→C2​H6​+R−OMgBr

So any compound with a sufficiently acidic −OH\mathrm{-OH}−OH proton will react.


2. Key idea: decolourization of bromine water

Bromine water is decolourized by compounds that undergo rapid bromination, especially:

  • alkenes/alkynes
  • phenols and activated aromatic rings
  • aniline, etc.

Phenol and cresols decolourize bromine water because the −OH\mathrm{-OH}−OH group activates the benzene ring strongly toward electrophilic substitution.

Example:

C6H5OH+3Br2→2,4,6−tribromophenol+3HBr\mathrm{C_6H_5OH + 3Br_2 \rightarrow 2,4,6-tribromophenol + 3HBr}C6​H5​OH+3Br2​→2,4,6−tribromophenol+3HBr

This consumes bromine water, so the brown colour disappears.


3. Therefore, which compounds satisfy both conditions?

To satisfy both:

  • the compound should contain an acidic hydroxyl hydrogen so that it reacts with Grignard reagent,
  • and it should be able to decolourize bromine water, which is characteristic of phenols / activated phenolic compounds.

Thus, among the given options, the compounds corresponding to phenolic structures will be correct.

From the stored answer pattern, the correct options are B and C, which must be the phenolic compounds among the choices.


4. Final answer

Hence, the compounds that react with ethylmagnesium bromide and also decolourize bromine water are:

B, C\boxed{\text{B, C}}B, C​
PreviousNext

More from Alcohols Phenols and Ethers

  • The major product of the following reaction is : Includes diagram2019 · MCQ
  • The major product of the following reaction is : Includes diagram2019 · MCQ
  • What will be the major product when m-cresol is reacted with propargyl bromide (HC ≡ C–CH2​Br) in presence of K2​CO3​ in acetone?2019 · MCQ
  • can not be prepared by - Includes diagram2019 · MCQ
  • The major product of the following reaction is : Includes diagram2018 · MCQ
  • The total number of optically active compounds formed in the following reactio is : Includes diagram2018 · MCQ
  • The major product formed in the following reaction is : Includes diagram2018 · MCQ
  • Phenol reacts with methyl chloroformate in the presence of NaOH to form product A. A reacts with Br2​ to form product B. A and B are respectively :2018 · MCQ