Chemical Properties of Phenols

Q. Bromination of phenol using bromine water produces ____.

1. 2-bromophenol
2. 4-bromophenol
3. 2, 6-dibromophenol
4. 2, 4, 6-tribromophenol

Q.

What is the difference between azeotropic and extractive distillation?

Q. Phenol and benzoic acid can be separated by:

1. $NaHC{O}_3$
2. $NaOH$
3. $Na$
4. $NaN{H}_2$

Q.

What is the compound (Z) in the following sequence of reaction

1. BenZoic acid

2. Benzaldehyde

3. salicylic acid

4. salicylalde hyde

Q. Phenol reacts with Benzoyl chloride in the presence of aqueous NaOH to form

1. Phenyl benzoate
2. Phenyl magnesium chloride
3. Benzophenone
4. Barbituric acid

Q.

Which of the following compound can react with hydroxylamine ?

1. 

2. 

3. 

4. 

Q. Benzene can be obtained from phenol by heating it with ___.

1. NaNO₂/HCl at 0-5 °C

2. bromine water
3. zinc dust

4. H₃PO₃/H₂O

Q. Which of the following will form a tribromo derivative of phenol?

1. 
2. 
3. 
4. 

Q. Read the assertion and reason carefully to mark the correct option out of the options given below:
$\left(a\right)$If both assertion and reason are true and the reason is the correct explanation of the assertion.
$\left(b\right)$If both assertion and reason are true but reason is not the correct explanation of the assertion.
$\left(c\right)$If assertion is true but reason is false.
$\left(d\right)$If assertion is false but reason is true.
Assertion: 4-nitrophenol is more acidic than picric acid.
Reason: Phenol is a weaker acid than carbonic acid.

1. A
2. B
3. C
4. D

Q. What is the product formed when salicylic acid reacts with phenol in the presence of phosphoryl chloride?

1. Salicylaldehyde
2. Aspirin
3. Salol
4. Cresol

Q.

Phenol is heated with a solution of a mixture of KBr and KBrO_3. The major product obtained in the above reaction is

1. 2-Bromophenol

2. 3-Bromophenol

3. 4-Bromophenol

4. 2, 4, 6-Tribromophenol

Q.
The major product 'P' is formed via which mechanism?

1. $S_{N}1$
2. $S_{N}2$
3. $S_{N}i$
4. None of these

Q. Zone refining is based on the principle that the impurities are more soluble in the melt than in the solid metal.

1. True
2. False

Q.

Reaction of phenol with dil. HNO₃ gives [KCET 1993; RPMT 1997]

1. p and m-nitrophenols

2. o- and p-nitrophenols

3. Picric acid

4. o- and m-nitrophenols

Q. $C_6{H}_{13}Br+O{H}^{-}\to C_6{H}_{13}OH+B{r}^{-}$ is an example of:

1. Nucleophilic addition
2. Nucleophilic substituion
3. Electrophilic addition
4. Electrophilic substitution

Q. $C_6{H}_{13}Br+O{H}^{-}\to C_6{H}_{13}OH+B{r}^{-}$ is an example of:

1. Nucleophilic substituion
2. Electrophilic addition
3. Electrophilic substitution
4. Nucleophilic addition

Q. $C{H}_{3}C{H}_{2}CH\left(C{H}_3\right)OC{H}_{2}C{H}_3\underset{△}{\overset{HCl}{\to }}\left[X\right]+\left[Y\right]$
In the above reaction, $\left[X\right]$ and $\left[Y\right]$ will respectively be:

1. $C{H}_{3}C{H}_{2}CH\left(OH\right)C{H}_{3}andC{H}_{3}C{H}_{2}Cl$
2. $C{H}_{3}C{H}_{2}CHClC{H}_{3}andC{H}_{3}C{H}_{2}OH$
3. $C{H}_{3}C{H}_{2}CH\left(OH\right)C{H}_{3}andC{H}_2=C{H}_2$
4. $C{H}_{3}CH=CHC{H}_{3}andC{H}_{3}C{H}_{2}OH$

Q. Read the assertion and reason carefully to mark the correct option out of the options given below:
(a)If both assertion and reason are true and the reason is the correct explanation of the assertion.
(b)If both assertion and reason are true but reason is not the correct explanation of the assertion.
(c)If assertion is true but reason is false.
(d)If assertion is false but reason is true.

Assertion: Phenol is more reactive than benzene towards electrophilic substitution reaction.
Reason : In the case of phenol, the intermediate phenoxide is more resonance stabilized.

1. A
2. B
3. C
4. D

Q. The given reaction is called as:

1. Gattermann Koch synthesis
2. Gattermann synthesis
3. Houben–hoesch reaction
4. Reimer–tiemann reaction

Q. $\text{Phenol}\underset{ii)H^{+}}{\overset{i)CHC{l}_3/NaOH}{\to }}\text{salicylaldehyde}$
The reaction is known as:

1. Gattermann aldehyde synthesis
2. Sandmeyer’s Reaction
3. Perkin’s Reaction
4. Reimer-Tiemann reaction

Q. $\text{Phenol}\underset{ii)H^{+}}{\overset{i)CHC{l}_3/NaOH}{\to }}\text{salicylaldehyde}$
The reaction is known as:

1. Gattermann aldehyde synthesis
2. Sandmeyer’s Reaction
3. Perkin’s Reaction
4. Reimer-Tiemann reaction

Q. o-nitrophenol is steam volatile, whereas p-nitrophenol is not. This is due to:

1. The presence of intermolecular H-Bonding in o-nitrophenol
2. The presence of intramolecular H-Bonding in o-nitrophenol
3. The presence of intramolecular H-Bonding in p-nitrophenol
4. None of these

Q. Phenol on treatment with $C{O}_2$ in the presence of NaOH followed by acidification produces compound X as the major product. X on treatement with$(C{H}_{3}CO{)}_{2}O$ in the presence of a catalytic amount of $H_{2}S{O}_4$ produces:

1. 
2. 
3. 
4. 

Q.
The major product 'P' is formed via which mechanism?

1. $S_{N}1$
2. $S_{N}2$
3. $S_{N}i$
4. None of these

Q. Choose correct option:-

1. Anisole when treated with $conc.HN{O}_3\&conc.H_{2}S{O}_4,$ major product is 3-nitro anisole.
2. Acetylation of salicylic acid gives aspirin
3. ^{${}^{-}CHC{l}_2$ is nucleophile attacking the $s{p}^2$ hybridised carbon in phenoxide ion in Reimer-Tiemann reaction.}
4. Phenol is commercially prepared from Dow’s process.

Q. Which of the following pair of compounds can be separated by aq. $NaHC{O}_3$?

1. Phenol and benzyl alcohol
2. Benzoic acid and Picric acid
3. p-Nitrophenol and p-Methoxyphenol
4. Resorcinol and o-Cresol

Q. Identify the product in the following reaction.

1. 
2. 
3. 
4. 

Q. $\text{Phenol}\underset{ii)H^{+}}{\overset{i)CHC{l}_3/NaOH}{\to }}\text{salicylaldehyde}$
The reaction is known as:

1. Gattermann aldehyde synthesis
2. Sandmeyer’s Reaction
3. Perkin’s Reaction
4. Reimer-Tiemann reaction

Q.
The compound (C) is:

1. 
2. 
3. 
4. 

Q. Phenol reacts with methyl chloroformate in the presence of $NaOH$ to form product A. A reacts with $B{r}_2$ to form product B. A and B respectively are:

1. 
2. 
3. 
4.