Alkyl and Aryl Halide MCQ Questions & Answers in Organic Chemistry | Chemistry
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31.
Replacement $$Cl$$ of chlorobenzene to give phenol requires drastic conditions but chlorine of 2, 4-dinitro chlorobenzene is readily replaced. This is because
A
$$N{O_2}$$ makes the ring electron rich at $$ortho$$ and $$para$$ - positions
B
$$N{O_2}$$ withdraw electrons from $$meta$$ - position
C
$$N{O_2}$$ donates electrons at $$meta$$ - position
D
$$N{O_2}$$ withdraw electrons from $$ortho/ para$$ - positions
Answer :
$$N{O_2}$$ withdraw electrons from $$ortho/ para$$ - positions
$$ - N{O_2}$$ group is electron withdrawing group, so it deactivates the benzene ring.
Due to electron withdrawing nature of $$ - N{O_2}$$ group, it develops positive charge at $$o/p$$ position. This cause easier for the removal of $$ - Cl$$ - atom.
32.
Elimination of bromine from 2 - bromobutane results in the formation of -
A
Predominantly 2 - butyne
B
Predominantly 1 - butene
C
Predominantly 2 - butene
D
equimolar mixture of 1 and 2 - butene
Answer :
Predominantly 2 - butene
The formation of 2 - butene is in accordance to Saytzeff’s rule. The more substituted alkene is formed.
33.
Which one is a nucleophilic substitution reaction among the following?
A
B
C
D
Answer :
34.
Which of the following reactions will not result in the formation of carbon-carbon
bonds?
A
Reimer-Tiemann reaction
B
Cannizaro reaction
C
Wurtz reaction
D
Friedel-Crafts’s acylation
Answer :
Cannizaro reaction
(A) Reimer-Tiemann reaction,
( Here, a new $$C-C$$ bond is formed. )
Riemer-Tiemann reaction is an electrophilic substitution reaction.
(B) Cannizaro reaction, ( disproportionation reaction )
In this reaction, 1 - molecule of $$HCHO$$ convert in methanol and another molecule convert in salt.
\[2\,HCHO\xrightarrow{Conc.\,\,NaOH}C{{H}_{3}}OH+HCO{{O}^{-}}{{N}^{+}}a\]
( No new $$C-C$$ bond is formed in this reaction. )
(C) Wurtz reaction,
\[R-X+2Na+R'X+\text{dry}\,Na\xrightarrow{\text{Ether}}R-R\]
Here, $$R$$ and $$R'$$ must be equal otherwise mixture of alkanes will form
( One new $$C-C$$ bond is formed ).
(D) Friedel-Craft's acylation,
Thus, among the given reactions, only Cannizaro reaction does not involve the formation of a new $$C-C$$ bond.
35.
The compound formed on heating chlorobenzene with chloral in the presence of concentrated sulphuric acid, is
A
freon
B
$$DDT$$
C
gammexene
D
hexachloroethane
Answer :
$$DDT$$
$$DDT$$ is prepared by heating chlorbenzene and chloral
with concentrated sulphuric acid
36.
2-bromopentane is heated with potassium ethoxide in ethanol. The major product
obtained is
A
2 - ethoxypentane
B
pentene - 1
C
$$trans$$ - pentene - 2
D
$$cis$$ - pentene - 2
Answer :
$$trans$$ - pentene - 2
37.
Which chloro derivative of benzene among the following would undergo hydrolysis most readily with aq. $$NaOH$$ to furnish the corresponding hydroxy derivative?
A
B
C
D
Answer :
38.
For the following reactions,
$$\left( {\text{i}} \right)\,C{H_3}C{H_2}C{H_2}Br + KOH \to $$ $$C{H_3}CH = C{H_2} + KBr + {H_2}O$$
Which of the following statements is correct?
A
(i) is elimination reaction, (ii) is substitution and (iii) is addition reaction
B
(i) is elimination, (ii) and (iii) are substitution reactions
C
(i) is substitution, (ii) and (iii) are addition reactions
D
(i) and (ii) are elimination reactions and (iii) is addition reaction
Answer :
(i) is elimination reaction, (ii) is substitution and (iii) is addition reaction
39.
The major product of the following reaction is -
A
B
C
D
Answer :
The product (A) will be formed. Nucleophilic substitution of an alkyl halide is easier as compared to that of an aryl halide.
\[Ph{{S}^{-}}\] is a strong nucleophile and dimethyl formamide is a highly polar aprotic solvent.
These reagent favour \[{{S}_{N}}2\] reactions at \[{{2}^{\circ }}\] benzylic
carbon.
NOTE : In a \[{{S}_{N}}2\] reaction, the major product formed is
inversion product.
40.
A solution of (+) - 2 - chloro - 2 - phenylethane in toluene tacemises slowly in the presence of small amount of $$SbC{l_5},$$ due to the formation of
A
carbanion
B
carbene
C
free-radical
D
carbocation
Answer :
carbocation
Occurrence of racemization points towards the formation of carbocation as intermediate, which being planar can be attacked from either side.