In the reaction, Phenol $\underset{\mathrm{DIstillation}}{\overset{\mathrm{Zn}}{\to }}$(A) $\underset{\mathrm{Conc}.<mspace\; width="1em"></mspace>{\mathrm{HNO}}_3<mspace\; width="1em"></mspace>\mathrm{at}<mspace\; width="1em"></mspace>60°\mathrm{C}}{\overset{\mathrm{Conc}.<mspace\; width="1em"></mspace>{\mathrm{H}}_2{\mathrm{SO}}_4}{\to }}$(B) $\underset{\mathrm{NaOH}\left(\mathrm{aq}\right)}{\overset{\mathrm{Zn}}{\to }}$(C)

The compounds (A),(B) and (C) are of the following:

(1) benzene, nitrobenzene and aniline

(2) benzene, dinitrobenzene and m-nitroaniline

(3) toluene, m-nitrobenzene and m-toluidine

(4) benzene, nitrobenzene and hydrazobenzene

Phenol on oxidation gives chloranil. The oxidant used is:

1. K₂S₂O₈

2. KMnO₄

3. KCIO₃ + HCl

4. none of these

A characteristic group test for phenolic gp. is:

1. Liebermann's nitroso reaction

2. coupling with diazonium salt

3. aqueous FeCl3

4. all of the above

Phenol can be converted into salicylic acid by

1. Etard's reaction

2. Kolbe's reaction

3. Phenol with CCl₄ in basic medium

4. both (2) and (3) 

Phenol is weakly acidic but does not react with NaHCO₃ like carboxylic acids hence:-

1. phenol is weaker than carbonic acid

2. phenol is stronger than carbonic acid

3. phenol is stronger than carboxylic acid

4. none of the above

An organic compound C₇H₈O is neither soluble in NaOH nor gives blue colour with FeCl₃, is:

(1) C₆H₅.CH₂OH                 

(2) ${\mathrm{C}}_6{\mathrm{H}}_4{<}_{\mathrm{OH}}^{{\mathrm{CH}}_3}$

(3) C₆H₅.OCH₃                   

(4) none of these

The electrophile involved in the above reaction is:
1. Dichloromethyl cation ($\stackrel{\oplus }{\mathrm{C}}{\mathrm{HCl}}_2$)
2. Dichlorocarbene (:CCl₂)
3. Trichloromethyl anion ($\stackrel{⊝}{\mathrm{C}}{\mathrm{Cl}}_3$)
4. Formyl cation ($\stackrel{\oplus }{\mathrm{C}}\mathrm{HO}$)

Which of the following reagents may be used to distinguish between phenol and benzoic acid?

1. Aqueous NaOH

2. Tollens reagent

3. Molisch reagent

4. Neutral FeCl₃

An unknown alcohol is treated with the “Lucas reagent” to determine whether the alcohol is primary, secondary or tertiary. Which alcohol reacts the fastest and by what mechanism:

1. secondary alcohol by S_N²

2. tertiary alcohol by S_N²

3. secondary alcohol by S_N¹

4. tertiary alcohol by S_N¹

The compound that does not react with sodium is-

1. CH₃CHOHCH₃

2. CH₃ —O—CH₃

3. CH₃COOH

4. C₂H₅OH