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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

(A) and (b) are respectively (a) o-nitrophenol and o-nitrobenzoic acid. (b) p-nitrosophenol and p-nitrophenol (c) m-nitrosophenol and m-nitrophenol (d) p-nitrosophenol and \(\mathrm{p}\) -aminophenol

The most strongly deactivating substituent in electrophilic aromatic substitution is (a) \(-\mathrm{F}\) (b) \(-\mathrm{C} \equiv \mathrm{N}\) (c) CC(=O)O (d) \(-\mathrm{CF}_{3}\)

An organic compound having the molecular formula \(\mathrm{C}_{7} \mathrm{H}_{8} \mathrm{O}\) is insoluble in \(\mathrm{NaHCO}_{3}\) solution but dissolves in aqueous \(\mathrm{NaOH}\). When treated with bromine water the compound rapidly forms a precipitate having the molecular formula \(\mathrm{C}_{7} \mathrm{H}_{5} \mathrm{OBr}_{3} .\) The organic compound is (a) o-cresol (b) \(\mathrm{m}\) -cresol (c) \(\mathrm{p}\) -cresol (d) anisole

Nitrobenzene is prepared by treating benzene with a mixture of con. \(\mathrm{HNO}_{3}\) and con. \(\mathrm{H}_{2} \mathrm{SO}_{4}\) (nitrating mixture). In the nitrating mixture, \(\mathrm{HNO}_{3}\) acts as a/an (a) base (b) acid (c) catalyst (d) oxidizing agent

o-Nitrophenol has lower \(\mathrm{pK}\) than (a) p-nitrophenol (b) o-cresol (c) o-fluorophenol (d) \(\mathrm{p}\) -methoxyphenol
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