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.

201. Alkyl halides are formed when thionyl chloride and ________ are refluxed in presence of pyridine. The order of reactivity $$\left( {{3^ \circ } > {2^ \circ } > {1^ \circ }} \right)$$    is due to $$+I$$  effect of the alkyl group which ________ the polarity of $$C-X$$  bond.

A acids, decreases
B alcohols, increases
C aldehydes, changes
D ketones, decreases
Answer :   alcohols, increases

202. 2 - Bromopentane is heated with potassium ethoxide in ethanol. The major product obtained is

A 2 - Ethoxypentane
B Pentene - 1
C $$cis$$  - Pentene - 2
D $$trans$$  - Pentene - 2
Answer :   $$trans$$  - Pentene - 2

203. The order of reactivity of following alcohols with halogen acids is __________.
\[\begin{align} & \left( \text{i} \right)C{{H}_{3}}C{{H}_{2}}-C{{H}_{2}}-OH \\ & \left( \text{ii} \right)C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{-CH-}}\,OH \\ & \left( \text{iii} \right)C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix} | \\ \,\,\,\,C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} \,\,\,\,\,C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{-C-}}}\,OH \\ \end{align}\]

A (i) > (ii) > (iii)
B (iii) > (ii) > (i)
C (ii) > (i) > (iii)
D (i) > (iii) > (ii)
Answer :   (iii) > (ii) > (i)

204. Which of the following halides is not correct according to the name and classification?
\[\left( \text{i} \right)C{{H}_{3}}C{{H}_{2}}C{{\left( C{{H}_{3}} \right)}_{2}}C{{H}_{2}}I\]
1-Iodo-2, 2-dimethylbutane, Primary haloalkane
\[\left( \text{ii} \right){{\left( C{{H}_{3}} \right)}_{2}}CHCH\left( Cl \right)C{{H}_{3}}\]
2-Chloro-3-methylbutane, Secondary haloalkane
\[\left( \text{iii} \right)C{{H}_{3}}C\left( Cl \right)\left( {{C}_{2}}{{H}_{5}} \right)C{{H}_{2}}C{{H}_{3}}\]
2-Chloro-2-ethylbutane, Secondary haloalkane
\[\left( \text{iv} \right)C{{H}_{3}}-C{{H}_{2}}\overset{\begin{smallmatrix} \,\,\,\,\,C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{-CH}}\,\overset{\begin{smallmatrix} Cl\, \\ |\,\,\,\, \end{smallmatrix}}{\mathop{-CH-}}\,\]      \[C{{H}_{2}}-C{{H}_{3}}\]
3-Chloro-4-methylhexane, Secondary haloalkane

A (i)
B (ii)
C (iii)
D (iv)
Answer :   (iii)

205. Which of the following reactions follows Markovnikov's rule?

A $${C_2}{H_4} + HBr$$
B $${C_3}{H_6} + C{l_2}$$
C $${C_3}{H_6} + HBr$$
D $${C_3}{H_6} + B{r_2}$$
Answer :   $${C_3}{H_6} + HBr$$

206. Which of the following alcohols will yield the corresponding alkyl chloride on reaction with concentrated $$HCl$$  at room temperature?

A \[C{{H}_{3}}C{{H}_{2}}-C{{H}_{2}}-OH\]
B \[C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ C{{H}_{3}}\, \end{smallmatrix}}{\mathop{-CH-}}\,OH\]
C \[C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix} |\,\,\,\,\, \\ C{{H}_{3}}\, \end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{2}}OH\]
D \[C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix} | \\ \,\,\,C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} \,\,\,\,C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{-C-}}}\,OH\]
Answer :   \[C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix} | \\ \,\,\,C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} \,\,\,\,C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{-C-}}}\,OH\]

207. Arrange the following compounds in increasing order of their boiling points.
$$\left( {\text{i}} \right)$$ Electrophilic Aromatic Substitution (Haloalkanes and Haloarenes) mcq question image
\[\begin{align} & \left( \text{ii} \right)C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}Br \\ & \left( \text{iii} \right){{H}_{3}}C\underset{\begin{smallmatrix} | \\ \,Br \end{smallmatrix}}{\overset{\begin{smallmatrix} \,\,\,\,\,C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{-C-}}}\,C{{H}_{3}} \\ \end{align}\]

A (ii) < (i) < (iii)
B (i) < (ii) < (iii)
C (iii) < (i) < (ii)
D (iii) < (ii) < (i)
Answer :   (iii) < (i) < (ii)

208. Which of the following molecules has highest dipole moment?

A $$C{H_3}Cl$$
B $$C{H_2}C{l_2}$$
C $$CHC{l_3}$$
D $$CC{l_4}$$
Answer :   $$C{H_3}Cl$$

209. Which of the following statements is not correct about $${S_N}2$$  reactions of alkyl halides?

A Nucleophile attacks the carbon from the side opposite to where the leaving group is attached.
B The bond formation and bond breaking take place in one step.
C The rate of reaction depends upon the concentration of nucleophile.
D $${S_N}2$$  mechanism is predominant in tertiary alkyl halides.
Answer :   $${S_N}2$$  mechanism is predominant in tertiary alkyl halides.

210. Among the isomers of the one which is $${C_5}{H_{11}}Cl,$$   the one which is chiral is
(i) 2, 2-Dimethy-1-chloropropane
(ii) 2-Chloropentane
(iii) 2-Methyl- 2-chlorobutane
(iv) 3-Chloropentane

A (i) and (ii) only
B (i), (ii) and (iii) only
C (i) and (iii) only
D (ii) only
Answer :   (ii) only