Alkyl and Aryl Halide MCQ Questions & Answers in Organic Chemistry | Chemistry
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1.
Isobutyl magnesium bromide with dry ether and ethyl alcohol gives :
2.
Chlorobenzene reacts with $$Mg$$ in dry ether to give a compound $$(A)$$ which further reacts with ethanol to yield
A
phenol
B
benzene
C
ethyl benzene
D
phenyl ether
Answer :
benzene
3.
How many structures for $$F$$ are possible?
A
2
B
5
C
6
D
3
Answer :
3
So $$F$$ can have three possible structures
4.
The major product obtained in the following reaction is :
A
$$\left( \pm \right){C_6}{H_5}CH\left( {{O^t}Bu} \right)C{H_2}{C_6}{H_5}$$
B
$${C_6}{H_5}CH = CH{C_6}{H_5}$$
C
$$\left( + \right){C_6}{H_5}CH\left( {{O^t}Bu} \right)C{H_2}{C_6}{H_5}$$
D
$$\left( - \right){C_6}{H_5}CH\left( {{O^t}Bu} \right)C{H_2}{C_6}{H_5}$$
Answer :
$${C_6}{H_5}CH = CH{C_6}{H_5}$$
$$t - BuOK$$ is a bulky strong base and causes elimination
(dehydrohlogenation) reaction
The given reaction proceeds via biomolecular elimination.
5.
Which of the following reaction$$(s)$$ can be used for the preparation of alkyl halides?
\[\begin{align}
& \text{(i)}\,C{{H}_{3}}C{{H}_{2}}OH+HCl\xrightarrow{anh.\,ZnC{{l}_{2}}} \\
& \text{(ii)}\,C{{H}_{3}}C{{H}_{2}}OH+HCl\to \\
& \text{(iii)}\,{{\left( C{{H}_{3}} \right)}_{3}}COH+HCl\to \\
& \text{(iv)}{{\left( C{{H}_{3}} \right)}_{2}}CHOH+HCl\xrightarrow{anh.ZnC{{l}_{2}}} \\
\end{align}\]
A
(i), (iii) and (iv)
B
(i) and (ii)
C
Only (iv)
D
(iii) and (iv)
Answer :
(i), (iii) and (iv)
In (i) and (iv) due to the presence of Lucas reagent $$\left( {HCl + anh.\,ZnC{l_2}} \right)$$ alcohols give alkyl halides while in (iii) alkyl halide is formed due to $${S_N}1$$ reaction.
6.
Which of the following is the correct order of decreasing $${S_N}2$$ reactivity?
A
$${R_2}CHX > {R_3}CX > RC{H_2}X$$
B
$$RCHX > {R_3}CX > {R_2}CHX$$
C
$$RC{H_2}X > {R_2}CX > {R_3}CX$$
D
$${R_3}CX > {R_2}CHX > RC{H_2}X$$
Answer :
$$RC{H_2}X > {R_2}CX > {R_3}CX$$
In $${S_N}2$$ mechanism transition state is pentavelent. For
bulky alkyl group it will have sterical hinderance and smaller alkyl group will favour the $${S_N}2$$ mechanism. So the decreasing order of reactivity of alkyl halides is $$RC{H_2}X > {R_2}CX > {R_3}CX$$
7.
Tertiary alkyl halides are practically inert to substitution by \[{{S}_{N}}2\] mechanism because of
A
steric hindrance
B
inductive effect
C
instability
D
insolubility
Answer :
inductive effect
Due to steric hindrance tertiary alkyl halide do not react
by $${S_N}2$$ mechanism they react by $${S_N}1$$ mechanism.
$${S_N}2$$ mechanisam is followed in case of primary and secondary alkyl halides
The order is
$$C{H_3} - X > C{H_3} - C{H_2}X > {\left( {C{H_3}} \right)_2}CH.X > {\left( {C{H_3}} \right)_3}C - X$$
8.
The reaction of $${C_6}{H_5}CH = CHC{H_3}$$ with $$HBr$$ produces
A
B
C
D
Answer :
Electrophilic addition reaction takes place via more stable carbocation.
9.
When chlorine is passed through propene at $${400^ \circ }C,$$ which of the following is formed?
A
$$PVC$$
B
Allyl chloride
C
Nickel chloride
D
1, 2 - dichloro ethane
Answer :
Allyl chloride
When chlorine gas is reacted with propene at high temperature $$\left( {{{400}^ \circ }C} \right),$$ then substitution occurs in place of addition reaction. Hence, allyl chloride is formed
10.
Reactivity order of halides for dehydrohalogenation is
A
$$R - F > R - Cl > R - Br > R - I$$
B
$$R - I > R - Br > R - Cl > R - F$$
C
$$R - I > R - Cl > R - Br > R - F$$
D
$$R - F > R - I > R - Br > R - Cl$$
Answer :
$$R - I > R - Br > R - Cl > R - F$$
$$F, Cl,$$ $$Br$$ and $$I$$ are the elements of $$VII$$ $$A$$ group. In a group atomic radii increases from top to bottom and the bond dissociation energy decreases as
$$R - F > R - Cl > R - Br > R - I$$
So, during dehydrohalogenation $$R-I$$ bond breaks more easily than $$R-I$$ bond. Hence, order of reactivity will be
$$R - I > R - Br > R - Cl > R - F$$