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Chapter 3: Problem 63

Phenol + bromine water \(\rightarrow\) white precipitate. The product is (a) o-bromophenol (b) \(\mathrm{p}\) -bromophenol (c) a mixture of (a)and (b) (d) \(2,4,6\) -tribromophenol

Short Answer

Expert verified
Answer: The product of this reaction is a mixture of o-bromophenol and p-bromophenol.

Step by step solution

01

Write down the reaction of phenol with bromine water.

Phenol reacts with bromine water to undergo electrophilic aromatic substitution. The bromine atom acts as an electrophile, while the phenol ring acts as a nucleophile. The reaction can be written as: \(\ce{Phenol + Br2 -> Product}\)
02

Identify the activating group on phenol.

Phenol has an –OH group attached to the aromatic ring, which is an activating group in electrophilic aromatic substitution reactions. This means the substitution will most likely occur at the ortho or para position of the aromatic ring.
03

Determine the possible products.

Since the phenol ring has an activating group at the ortho/para position, there are two possible products: 1. o-bromophenol, with the bromine atom in the ortho position relative to the hydroxyl group. 2. p-bromophenol, with the bromine atom in the para position relative to the hydroxyl group. Since both of these products are possible due to the directing effects of the hydroxyl group on the aromatic ring, the correct answer is: (c) a mixture of (a)and (b)

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Most popular questions from this chapter

Explain the following observation. (a) Cyclooctatetraene is not stable but when potassium is dissolved in cyclooctatetraene the dianion formed is very stable. (b) Cycloheptatrienone is stable, but cyclopentadienone is unstable and undergoes Diels-Alder reaction with itself.

The products formed when toluene is treated with ozone and the product is subjected to reduction with zinc dust and water are (a) Glyoxal and acetaldehyde (b) Glyoxal and acetone (c) Formaldehyde and acetaldehyde (d) Glyoxal and methyl glyoxal

Statement 1 \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{2}-\mathrm{CH}_{3}(\) ethyl benzene \()\) on reaction with \(\mathrm{NBS}\) gives mainly \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CHBr}-\mathrm{CH}_{3} .\) and Statement 2 The reaction with NBS proceeds by free radical mechanism.

Which of the following will decompose \(\mathrm{NaHCO}_{3}\) solution with the liberation of \(\mathrm{CO}_{2}\) gas? (a) phenol (b) p-nitrophenol (c) \(\mathrm{p}\) -cresol (d) \(2,4,6\) -trinitrophenol

Statement 1 Phenoxide ion is more reactive than phenol towards electrophiles. and Statement 2 Phenoxide ion is stabilized more by resonance than phenol.
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