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.
111.
Alkyl halides are immiscible in water though they are polar because
A
they react with water to give alcohols
B
they cannot form hydrogen bonds with water
C
$$C - X$$ bond cannot be broken easily
D
they are stable compounds and are not reactive
Answer :
they cannot form hydrogen bonds with water
Though polar, alkyl halides cannot form hydrogen bonds with water hence they are insoluble in water.
112.
Which one of the following is not correct order of boiling points of the alkyl/aryl halides?
A
$$CHC{l_3} > C{H_2}C{l_2}$$
B
$$C{H_3}{\left( {C{H_2}} \right)_3}Cl > C{H_3}{\left( {C{H_2}} \right)_2}Cl$$
C
$${\left( {C{H_3}} \right)_3}CCl > {\left( {C{H_3}} \right)_2}CHC{H_2}Cl$$
D
$$C{H_3}{\left( {C{H_2}} \right)_3}Cl > C{H_3}C{H_2}CHClC{H_3}$$
$${\left( {C{H_3}} \right)_3}CCl > {\left( {C{H_3}} \right)_2}CHC{H_2}Cl$$ is not correct is not correct $${\left( {C{H_3}} \right)_3}CCl$$ is smaller than $${\left( {C{H_3}} \right)_2}CHC{H_2}Cl.$$ It is due to large surface area and shorter alkyl chain.
113.
The structure of the major product formed in the following
reaction
is
A
B
C
D
Answer :
Nuclear substitution will not take place.
114.
The order of reactivity of the given haloalkanes towards nucleophile is :
A
$$RI > RBr > RCl$$
B
$$RCl > RBr > RI$$
C
$$RBr > RCl > RI$$
D
$$RBr > RI > RCl$$
Answer :
$$RI > RBr > RCl$$
For a given alkyl group, the order of reactivity is \[\xleftarrow[\text{increasing bond energy}]{R-I>R-Br>R-Cl>R-F}\] decreasing halogen reactivity.
This order depends on the carbon-halogen bond energy; the carbon-fluorine bond energy is maximum and thus fluorides are least reactive while carbon-iodine bond energy is minimum hence iodides are most reactive.
115.
The product of 1 - bromo - 3 - chloro cyclobutane with $$Na$$ in presence of dioxane
A
B
C
D
Answer :
Bond strength follows the order
$$C - F > C - Cl > C - Br > C - I$$
116.
Among the choices of alkyl bromide, the least reactive bromide in $${S_N}2$$ reaction is
A
1-bromopentane
B
2-bromo-2-methylbutane
C
1-bromo-3-methylbutane
D
1-bromo-2-methylbutane
Answer :
2-bromo-2-methylbutane
The reactivity of different alkyl halides towards $${S_N}2$$ reaction decreases in the order :
methyl halides > $${1^ \circ }$$ halides > $${2^ \circ }$$ halides > $${3^ \circ }$$ halides.
Since, 2-bromo-2-methylbutane is a tertiary bromide hence it is least reactive among the given.
117.
$$0.0852\,g$$ of an organic halide $$(A)$$ when dissolved in $$2.0\,g$$ of camphor, the melting point of the mixture was found to be $${167^ \circ }C.$$ Compound $$(A)$$ when heated with sodium gives a gas $$(B).$$ $$280\,mL$$ of gas $$(B)$$ at $$STP$$ weighs $$0.375\,g.$$ What would be $$'A'$$ in the whole process? ( $${K_f}$$ for camphor $$ = 40,m.pt.$$ of camphor $$ = {179^ \circ }C.$$ )
A
$${C_2}{H_5}Br$$
B
$$C{H_3}I$$
C
$${\left( {C{H_3}} \right)_2}CHI$$
D
$${C_3}{H_7}Br$$
Answer :
$$C{H_3}I$$
$$\Delta T = 179 - 167 = 12,w = 0.0852\,g,$$ $$w = 2\,g,{K_f} = 40,$$ Molecular weight of $$(A)$$
$$\eqalign{
& = \frac{{1000 \times {K_f} \times w}}{{\Delta T \times W}} \cr
& = \frac{{1000 \times 40 \times 0.0852}}{{12 \times 2}} \cr
& = 142 \cr} $$
$$(A)$$ undergoes Wurtz reaction to form $$(B)$$ i.e.,
\[\left( A \right)\xrightarrow{Na}\left( B \right)+NaX\]
$$(B)$$ is an alkane say $${C_n}{H_{2n + 2}}$$
$$280\,mL$$ of $$(B)$$ weighs $$0.375\,g$$ at $$NTP$$
$$\therefore \,22400\,mL$$ of $$(B)$$ weighs $$ = \frac{{0.375 \times 22400}}{{280}} = $$ $$30\,g$$ at $$NTP$$
$$\therefore \,M.wt.\,\,{\text{of}}\,\,\left( B \right) = 30,$$ $$12n + 2n + 2 = 30,\,n = 2$$
Thus $$(B)$$ is ethane and therefore $$(A)$$ is $$C{H_3}X.$$
The $$m.wt.$$ of $$C{H_3}X = 142$$
$$At.\,wt.$$ of $$X = 127$$ $$\therefore \,X$$ is iodine
Therefore. alkyl halide is $$C{H_3}I.$$ This reaction is
\[\underset{\left( A \right)}{\mathop{2C{{H}_{3}}I}}\,\xrightarrow[\text{either}]{Na}\underset{\left( B \right)}{\mathop{{{C}_{2}}{{H}_{6}}}}\,\]
118.
Bromination of methane in presence of sunlight is a
A
nucleophilic substitution
B
free radical substitution
C
electrophilic substitution
D
nucleophilic addition
Answer :
free radical substitution
No explanation is given for this question. Let's discuss the answer together.
119.
Rate of $${S_N}2$$ will be negligible in :
A
B
C
D
Answer :
At bridge head position $${S_N}1$$ and $${S_N}2$$ do not takes place.
120.
Which of the following has the weakest carbon - chlorine bond ?
A
B
C
D
Answer :
Nuclear substituted halogen has double bond character due to resonance.