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When phenol is allowed to react with Br(...

When phenol is allowed to react with `Br_(2)` in (i) `CS_(2)` solution and (ii) in aqueous solution, the resulting compounds are

A

(i) 2, 4, 6-tribromophenol and (ii) o- and p-bromophenol

B

(i) m-bromophenol and (ii) 2, 3, 4-tribromophenol

C

(i) o- and p-bromophenol and (ii) 2, 4, 6-tribromophenol

D

(i) o- and m-bromophenol and (ii) 2, 3, 4-tribromophenol

Text Solution

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The correct Answer is:
To solve the question regarding the reaction of phenol with \( Br_2 \) in two different solvents, we can break it down into steps. ### Step-by-Step Solution: 1. **Identify the Reactant**: The reactant in both cases is phenol, which has the structure \( C_6H_5OH \). 2. **Reaction with \( Br_2 \) in \( CS_2 \)**: - When phenol reacts with bromine (\( Br_2 \)) in carbon disulfide (\( CS_2 \)), it undergoes electrophilic aromatic substitution. - The hydroxyl group (-OH) on phenol is an activating group and directs the incoming bromine to the ortho and para positions relative to itself. - Therefore, the products formed are: - Ortho-bromophenol (1-bromo-2-hydroxybenzene) - Para-bromophenol (1-bromo-4-hydroxybenzene) 3. **Reaction with \( Br_2 \) in Aqueous Solution**: - When phenol reacts with bromine in an aqueous solution, the reaction is more vigorous due to the presence of water. - In this case, phenol will react with three equivalents of bromine, resulting in the substitution of all available hydrogen atoms on the aromatic ring. - The product formed is 2,4,6-tribromophenol (2,4,6-tribromo-phenol), where bromine atoms are substituted at the 2, 4, and 6 positions of the benzene ring. 4. **Summarizing the Products**: - In \( CS_2 \): Ortho-bromophenol and Para-bromophenol. - In aqueous solution: 2,4,6-tribromophenol. ### Final Answer: - The resulting compounds are: - (i) Ortho-bromophenol and Para-bromophenol in \( CS_2 \) solution. - (ii) 2,4,6-tribromophenol in aqueous solution.
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Knowledge Check

  • When phenol is treated with Br_(2) -water, the product is

    A
    o- and p - bromophenol
    B
    2,3,4 -tribromophenol
    C
    2,4,6- tribromophenol
    D
    none of these
  • Aqueous Solution of SO_(2) is

    A
    Acidic
    B
    Basic
    C
    Neutral
    D
    Amphoteric
  • Which of the following will not react with CS_2 ?

    A
    `C_6 H_5 - NH_2`
    B
    `CH_5 - NH - CH_3`
    C
    D
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