Question

Bottles containing $${C_6}{H_5}I$$  and $${C_6}{H_5}C{H_2}I$$   lost their original labels. They were labelled $$A$$ and $$B$$ for testing. $$A$$ and $$B$$ were separately taken in test tubes and boiled with $$NaOH$$  solution. The end solution in each tube was made acidic with dilute $$HN{O_3}$$  and then some $$AgN{O_3}$$  solution was added. Substance B gave a yellow precipitate. Which one of the following statements is true for this experiment ?

A. $$A$$ and $${C_6}{H_5}C{H_2}I$$
B. $$B$$ and $${C_6}{H_5}I$$
C. Addition of $$HN{O_3}$$  was unnecessary
D. $$A$$ was $${C_6}{H_5}I$$  
Answer :   $$A$$ was $${C_6}{H_5}I$$
Solution :
\[\begin{align} & {{C}_{6}}{{H}_{5}}I\xrightarrow{NaOH}{{C}_{6}}{{H}_{5}}ONa\xrightarrow{HN{{O}_{3}}/{{H}^{+}}} \\ & {{C}_{6}}{{H}_{5}}OH\xrightarrow{AgN{{O}_{3}}}\text{No}\,\,\text{yellow}\,\,ppt. \\ & {{C}_{6}}{{H}_{5}}C{{H}_{2}}I\xrightarrow{NaOH}{{C}_{6}}{{H}_{5}}C{{H}_{2}}ONa\xrightarrow{HN{{O}_{3}}/{{H}^{+}}} \\ & {{C}_{6}}{{H}_{5}}C{{H}_{2}}OH\xrightarrow{AgN{{O}_{3}}}.\,\text{yellow}\,\,ppt. \\ \end{align}\]
Since benzyl iodide gives yellow ppt. hence this is compound $$B$$ and $$A$$ was phenyl iodide \[\left( {{C}_{6}}{{H}_{5}}I \right).\]

Releted MCQ Question on
Organic Chemistry >> Electrophilic Aromatic Substitution (Haloalkanes and Haloarenes)

Releted Question 1

The reaction of toluene with chlorine in presence of ferric chloride gives predominantly :

A. benzoyl chloride
B. $$m $$ - chlorotoluene
C. benzyl chloride
D. $$o $$ - and $$p $$ - chlorotoluene
Releted Question 2

Bottles containing $${C_6}{H_5}I$$  and $${C_6}{H_5}C{H_2}I$$   lost their original labels. They were labelled $$A$$ and $$B$$ for testing. $$A$$ and $$B$$ were separately taken in test tubes and boiled with $$NaOH$$  solution. The end solution in each tube was made acidic with dilute $$HN{O_3}$$  and then some $$AgN{O_3}$$  solution was added. Substance B gave a yellow precipitate. Which one of the following statements is true for this experiment ?

A. $$A$$ and $${C_6}{H_5}C{H_2}I$$
B. $$B$$ and $${C_6}{H_5}I$$
C. Addition of $$HN{O_3}$$  was unnecessary
D. $$A$$ was $${C_6}{H_5}I$$
Releted Question 3

Fluorobenzene $$\left( {{C_6}{H_5}F} \right)$$  can be synthesized in the laboratory

A. by direct fluorination of benzene with $${F_2}$$  gas
B. by reacting bromobenzene with $$NaF$$  solution
C. by heating phenol with $$HF$$  and $$KF$$
D. from aniline by diazotisation followed by heating the diazonium salt with $$HB{F_4}$$
Releted Question 4

Reaction of $$trans$$  2 - phenyl - 1 - bromocyclopentane on reaction with alcoholic $$KOH$$  produces

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

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