Electrophilic Aromatic Substitution (Haloalkanes and Haloarenes) MCQ Questions & Answers in Organic Chemistry | Chemistry
Learn Electrophilic Aromatic Substitution (Haloalkanes and Haloarenes) MCQ questions & answers in Organic Chemistry are available for students perparing for IIT-JEE, NEET, Engineering and Medical Enternace exam.
131.
Reaction of $${C_6}{H_5}C{H_2}Br$$ with aqueous sodium hydroxide follows _________.
A
$${S_N}1$$ mechanism
B
$${S_N}2$$ mechanism
C
Any of the above two depending upon the temperature of reaction
D
Saytzeff rule
Answer :
$${S_N}1$$ mechanism
Benzylic halides show high reactivity towards the $${S_N}1$$ reaction.
The carbocation thus formed gets stabilised through resonance as shown in the figure.
132.
Grignard reagent, a very useful starting compound for a number of organic reactions can be prepared by
A
reaction of alkyl halides with a solution of magnesium hydroxide
B
reaction of alkyl halides with dry magnesium powder in presence of dry ether
C
reaction of \[MgC{{l}_{2}}\] with ether and alcohol
D
reaction of alkyl halide with magnesium in presence of alcohol
Answer :
reaction of alkyl halides with dry magnesium powder in presence of dry ether
133.
Arrange the following compounds in the increasing order of their densities.
A
(I) < (II) < (III) < (IV)
B
(I) < (III) < (IV) < (II)
C
(IV) < (III) < (II) < (I)
D
(II) < (IV) < (III) < (I)
Answer :
(I) < (II) < (III) < (IV)
Density increases as the molecular mass increases.
134.
A major component of Borsch reagent is obtained by reacting hydrazine hydrate with which of the following ?
A
B
C
D
Answer :
The major component of Borsch reagent is 2,4 - dinitrophenyl hydrazine which can be
obtained by reaction of 2,4 - dinitrochloro benzene and hydrazine
135.
The IUPAC name of tertiary butyl chloride is
A
2-chloro-2-methylpropane
B
3-chlorobutane
C
4-chlorobutane
D
1, 2-chloro-3-methylpropane
Answer :
2-chloro-2-methylpropane
136.
An alkyl halide with molecular formula, $${C_6}{H_{13}}Br$$ on dehydrohalogenation gives two isomeric alkenes $$X$$ and $$Y$$ with molecular formula, $${C_6}{H_{12}}.$$ On reductive ozonolysis $$X$$ and $$Y$$ gave four compounds $$C{H_3}COC{H_3},C{H_3}CHO,$$ $$C{H_3}C{H_2}CHO$$ and $${\left( {C{H_3}} \right)_2}CHCHO.$$ The alkyl halide is
A
4-bromo-2-methylpentane
B
3-bromo-2-methylpentane
C
2-bromo-2, 3-dimethylbutane
D
2, 2-dimethyl-1-bromobutane
Answer :
3-bromo-2-methylpentane
137.
Which one of the following reagents is not suitable for the elimination reaction ?
A
$$NaI/{\text{acetone}}$$
B
$$NaOEt/EtOH$$
C
$$NaOH/{H_2}O$$
D
$$NaOH/{H_2}O = EtOH$$
Answer :
$$NaI/{\text{acetone}}$$
Alkyl chloride or bromide undergo substitution and get converted to an alkyl iodide on treatment with a solution of sodium iodide in acetone. e.g.
\[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}Br+NaI\xrightarrow{\text{acetone}}C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}I+NaBr\]
This reaction is also known as Finkelstein Reaction.
138.
Which of the following is most reactive towards aqueous $$NaOH?$$
A
$${C_6}{H_5}Cl$$
B
$${C_6}{H_5}C{H_2}Cl$$
C
$${C_6}{H_5}Br$$
D
$$Br{C_6}{H_4}Br$$
Answer :
$${C_6}{H_5}C{H_2}Cl$$
Aromatic halides are less reactive than alkyl or aralkyl halides. Hence, $${C_6}{H_5}C{H_2}Cl$$ is the most reactive towards aq. $$NaOH.$$
139.
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 $${C_6}{H_5}I$$
\[\begin{align}
& {{C}_{6}}{{H}_{5}}I\xrightarrow{NaOH}{{C}_{6}}{{H}_{5}}ONa\xrightarrow{HN{{O}_{3}}/{{H}^{+}}} \\
& {{C}_{6}}{{H}_{5}}OH\xrightarrow{AgN{{O}_{3}}}\text{No}\,\,\text{yellow}\,\,ppt. \\
& {{C}_{6}}{{H}_{5}}C{{H}_{2}}I\xrightarrow{NaOH}{{C}_{6}}{{H}_{5}}C{{H}_{2}}ONa\xrightarrow{HN{{O}_{3}}/{{H}^{+}}} \\
& {{C}_{6}}{{H}_{5}}C{{H}_{2}}OH\xrightarrow{AgN{{O}_{3}}}.\,\text{yellow}\,\,ppt. \\
\end{align}\]
Since benzyl iodide gives yellow ppt. hence this is
compound $$B$$ and $$A$$ was phenyl iodide \[\left( {{C}_{6}}{{H}_{5}}I \right).\]
140.
Aryl halides are less reactive towards nucleophilic substitution reactions as compared to alkyl halides due to
A
formation of a less stable carbonium ion in aryl halides
B
resonance stabilisation in aryl halides
C
presence of double bonds in alkyl halides
D
inductive effect in aryl halides
Answer :
resonance stabilisation in aryl halides
No explanation is given for this question. Let's discuss the answer together.