Chemical Properties of Phenols

Q.

What is Baeyer’s reagent?

Q.

When phenol is treated with bromine water, white precipitate is obtained. Give the structure and the name of the compound formed.

Q. Arrange the following in decreasing order of their basic strength:
$C_6{H}_{5}N{H}_2,C_2{H}_{5}N{H}_2,(C_2{H}_5{)}_{2}NH,N{H}_3$

1. $(C_2{H}_5{)}_{2}NH>C_2{H}_{5}N{H}_2>N{H}_3>C_6{H}_{5}N{H}_2$
2. $C_2{H}_{5}N{H}_2>(C_2{H}_5{)}_{2}NH>N{H}_3>C_6{H}_{5}N{H}_2$
3. $C_2{H}_{5}N{H}_2>C_6{H}_{5}N{H}_2>(C_2{H}_5{)}_{2}NH>N{H}_3$
4. $C_2{H}_{5}N{H}_2>N{H}_3>C_6{H}_{5}N{H}_2>(C_2{H}_5{)}_{2}NH>$

Q.

How to convert benzene to chlorobenzene?

Q.

Arrange the following:

(i) In decreasing order of the pK_bvalues:

C₂H₅NH₂, C₆H₅NHCH₃, (C₂H₅)₂NH and C₆H₅NH₂

(ii) In increasing order of basic strength:

C₆H₅NH₂, C₆H₅N(CH₃)₂, (C₂H₅)₂NH and CH₃NH₂

(iii) In increasing order of basic strength:

(a) Aniline, p-nitroaniline and p-toluidine

(b) C₆H₅NH₂, C₆H₅NHCH₃, C₆H₅CH₂NH₂.

(iv) In decreasing order of basic strength in gas phase:

C₂H₅NH₂, (C₂H₅)₂NH, (C₂H₅)₃N and NH₃

(v) In increasing order of boiling point:

C₂H₅OH, (CH₃)₂NH, C₂H₅NH₂

(vi) In increasing order of solubility in water:

C₆H₅NH₂, (C₂H₅)₂NH, C₂H₅NH₂.

Q.

How can phenol be converted to aspirin?

Q.

Assertion (A) Phenols give o-and p-nitrophenol on nitration with conc. $HN{O}_{3}and{H}_{2}S{O}_4$ mixture.
Reason (R) - OH group in phenol is o-, p-directing.
(a) Assertion and reason both are correct and reason is correct explanation of assertion.
(b) Assertion and reason both are wrong statements.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
(e) Both assertion and reason are correct statements but reason is not correct explanation of assertion.

Q.

Explain groves process?

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

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

Q.

Anisole is less reactive than phenol towards electrophilic substitution reactions. Why ?

Q. The most suitable method for the separation of 1 : 1 mixture of ortho and para-nitrophenol is:

1. Sublimation
2. Crystallisation
3. Steam distillation
4. Chromatography

Q.

Assertion (A) o-nitrophenol is less soluble in water than the m- and p-isomers.
Reason (R) m and p-nitrophenols exist as associated molecules.
(a) Assertion and reason both are correct and reason is correct explanation of assertion.
(b) Assertion and reason both are wrong statements.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
(e) Both assertion and reason are correct statements but reason is not correct explanation of assertion.

Q.

Assertion (A) Like bromination of benzene, bromination of phenol is also carried out in the presence of Lewis acid.
Reason (R) Lewis acid polarises the bromine molecule.
(a) Assertion and reason both are correct and reason is correct explanation of assertion.
(b) Assertion and reason both are wrong statements.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
(e) Both assertion and reason are correct statements but reason is not correct explanation of assertion.

Q. Which of the following compounds does not react with $NaHS{O}_3$?

1. $HCHO$
2. $C_6{H}_{5}COC{H}_3$
3. $C{H}_{3}COC{H}_3$
4. $C{H}_{3}CHO$

Q. Which of the following compounds does not undergo nucleophilic substitution reactions?

1. Ethyl bromide
2. Benzyl chloride
3. Isopropyl chloride
4. Vinyl chloride

Q.

Complete the following acid-base reactions and name the products:

(i) CH₃CH₂CH₂NH₂ + HCl

(ii) (C₂H₅)₃N + HCl

Q.

In Kolbe's reaction, instead of phenol, phenoxide ion is treated with carbon dioxide. Why?

Q. Identify the most soluble amine in water from the following amines having comparable molecular weight:

1. Primary amine
2. Secondary amine
3. Tertiary amine
4. None of these

Q. Tertiary alkyl halides are practically inert to substitution by $S_{N}2$ mechanism because of

1. inductive effect
2. insolubility
3. instability
4. steric hindrance

Q. Reaction between methanal and ethanal in presence of dilute $NaOH$ is known as

1. Cannizzaro’s reaction
2. Cross Cannizzaro’s reaction
3. Cross aldol condensation
4. Aldol condensation

Q. $1$-methylethylene oxide when treated with an excess of $HBr$ produces

1. 
2. 
3. 
4. 

Q.

Phenol can be distinguished from ethanol by the reactions with ___
(a) $B{r}_2$ /water
(b) Na
(c) neutral $FeC{I}_3$
(d) Both a and c

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. D
2. B
3. A
4. C

Q.

Assertion (A) p-nitrophenol is more acidic than phenol.
Reason (R) Nitro group helps in the stabilisation of the phenoxide ion by dispersal of negative charge due to resonance.
(a) Assertion and reason both are correct and reason is correct explanation of assertion.
(b) Assertion and reason both are wrong statements.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
(e) Both assertion and reason are correct statements but reason is not correct explanation of assertion.

Q. For certain first order reaction, 75% of the reaction complete in 30 min. How much time it require to complete 99.9% of the reaction?

Q.

Can enantiomers be separated by fractional distillation? Give reason

Q. Which of the following undergoes hydrolysis most easily ?

1. 
2. 
3. 
4. 

Q.

Assertion (A) Phenol forms 2, 4, 6-tribromophenol on treatment with $B{r}_2$ in carbon disulphide at 273K.
Reason (R) Bromine polarises in carbon disulphide.
(a) Assertion and reason both are correct and reason is correct explanation of assertion.
(b) Assertion and reason both are wrong statements.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
(e) Both assertion and reason are correct statements but reason is not correct explanation of assertion.

Q.

Which of the following compound can react with hydroxylamine ?

1. 

2. 

3. 

4. 

Q. Toluene+(KMnO4/KOH) ---->A +( H3O+) ----> C