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The product obtained when 4-hydroxybenze...

The product obtained when 4-hydroxybenzene sulphonic acid is treated with an excess of bromine water is

A

2-bromo-4-hydroxybenzene sulphonic acid

B

2,3-dibromo-4-hydroxybenzene sulphonic acid

C

2,6-dibromo-4-hydroxybenzene sulphonic acid

D

2,4,6-Tribromophenol

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The correct Answer is:
To determine the product obtained when 4-hydroxybenzene sulfonic acid is treated with an excess of bromine water, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of 4-Hydroxybenzene Sulfonic Acid**: - The compound has a benzene ring with a hydroxyl group (-OH) at the para position (4-position) and a sulfonic acid group (-SO3H) also attached to the benzene ring. - The structure can be represented as: ``` OH | C6H4-SO3H ``` 2. **Understand the Reactivity with Bromine Water**: - Bromine water contains Br2, which can dissociate into bromine electrophiles (Br+ and Br-). - The hydroxyl group (-OH) is an electron-donating group that activates the benzene ring, increasing the electron density at the ortho and para positions relative to the -OH group. 3. **Identify the Positions for Electrophilic Substitution**: - The activated positions for electrophilic substitution are the ortho (2-position) and para (4-position) relative to the hydroxyl group. - The sulfonic acid group (-SO3H) is a deactivating group, but since the -OH group is more activating, bromination will preferentially occur at the ortho and para positions. 4. **Perform the Bromination Reaction**: - When treated with excess bromine water, the -OH group will direct bromination to the ortho and para positions. - The final product will have bromine atoms substituted at the 2, 4, and 6 positions of the benzene ring. 5. **Draw the Final Structure**: - The final structure will have three bromine atoms attached to the benzene ring at the 2, 4, and 6 positions, along with the hydroxyl group. - The structure can be represented as: ``` Br | Br-C6H2(OH)-Br ``` 6. **Name the Product**: - The compound is named 2,4,6-tribromophenol, indicating the presence of three bromine substituents on the phenol ring. ### Final Answer: The product obtained when 4-hydroxybenzene sulfonic acid is treated with an excess of bromine water is **2,4,6-tribromophenol**. ---
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RESONANCE ENGLISH-AROMATIC COMPOUNDS -PART-II: NATIONAL STANDARD EXAMINATION IN CHEMISTRY (NSEC) STAGE-I
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