Question

Identify the products $$X$$ and $$Y$$ in the given reaction, \[C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ Br\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}}+Mg\]      \[\xrightarrow{\text{Dry}\,\,\text{ether}}X\xrightarrow{{{D}_{2}}O}Y\]

A. \[X=C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ Br\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{2}}Mg,\]     \[Y=C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}OH\]
B. \[X=C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ \,MgBr \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}},\]     \[Y=C{{H}_{3}}-\underset{\begin{smallmatrix} |\,\,\,\, \\ D\,\,\,\, \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]  
C. \[X=C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ \,MgBr \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}},\]     \[Y=C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ OD\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}}\]
D. \[X=C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ Br\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{2}}Mg,\]      \[Y=C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ OH\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}}\]
Answer :   \[X=C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ \,MgBr \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}},\]     \[Y=C{{H}_{3}}-\underset{\begin{smallmatrix} |\,\,\,\, \\ D\,\,\,\, \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]
Solution :
\[C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ Br\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}}+Mg\xrightarrow{\text{dry}\,\,\text{ether}}\]       \[\underset{\left( X \right)}{\mathop{C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ \,MgBr \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}}}}\,\]    \[\underset{\,\,\,\,\,\,\left( Y \right)}{\mathop{\xrightarrow{{{D}_{2}}O}C{{H}_{3}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ D\,\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{3}}}}\,\]

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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