Hydrocarbons (Alkane, Alkene and Alkyne) MCQ Questions & Answers in Organic Chemistry | Chemistry
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151.
An unsaturated hydrocarbon was treated with ozone and resulting ozonide on hydrolysis gives 2-pentanone and acetaldehyde. What is the structure of alkene?
A
B
C
D
Answer :
Products of ozonolysis are
Hence, the structure of an alkene is
152.
Addition of $$HI$$ to double bond of propene yields isopropyl iodide and not $$n$$ - propyl iodide as the major product, because addition proceeds through
A
a more stable carbonium ion
B
a more stable carbanion
C
a more stable free radical
D
homolysis
Answer :
a more stable carbonium ion
All are examples of electrophilic addition reactions and involve the formation of stable carbocation leading to the formation of addition product according to Markovnikov’s rule.
153.
Which one of the following reactions is expected to readily give a hydrocarbon product in good yields ?
A
\[RCOOK\xrightarrow[\text{oxidation}]{\text{Electrolytic}}\]
B
\[RCO{{O}^{-}}A{{g}^{+}}\xrightarrow{B{{r}_{2}}}\]
C
\[C{{H}_{3}}C{{H}_{3}}\xrightarrow[h\upsilon ]{C{{l}_{2}}}\]
D
\[{{\left( C{{H}_{3}} \right)}_{3}}CCl\xrightarrow{{{C}_{2}}{{H}_{5}}OH}\]
154.
Arrange the following alkyl halides in decreasing order of the rate of $$\beta $$ - elimination reaction with alcoholic $$KOH.$$
\[\begin{align}
& \left( \text{i} \right)C{{H}_{3}}\underset{\begin{smallmatrix}
| \\
\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
H \\
|
\end{smallmatrix}}{\mathop{-C-}}}\,C{{H}_{2}}Br \\
& \left( \text{ii} \right)C{{H}_{3}}-C{{H}_{2}}-Br \\
& \left( \text{iii} \right)C{{H}_{3}}-C{{H}_{2}}-C{{H}_{2}}-Br \\
\end{align}\]
A
(i) > (ii) > (iii)
B
(iii) > (ii) > (i)
C
(ii) > (iii) > (i)
D
(i) > (iii) > (ii)
Answer :
(i) > (iii) > (ii)
\[\begin{align}
& \underset{\begin{smallmatrix}
\left( \text{ii} \right) \\
\text{(has no }\beta \text{-substituent)}
\end{smallmatrix}}{\mathop{\overset{\beta \,\,\,\,\,\,}{\mathop{C{{H}_{3}}}}\,-\overset{\alpha \,\,\,\,\,\,}{\mathop{C{{H}_{2}}}}\,-Br}}\, \\
& \underset{\text{(has 1 }\beta \text{-substituent)}}{\mathop{\underset{\left( \text{iii} \right)}{\mathop{C{{H}_{3}}-\overset{\beta \,\,\,\,\,\,}{\mathop{C{{H}_{2}}}}\,-\overset{\alpha \,\,\,\,\,\,}{\mathop{C{{H}_{2}}}}\,-Br}}\,}}\, \\
\end{align}\]
More the number of \[\beta \] - substituents (alkyl groups), more stable alkene it will form on \[\beta \] - elimination and more will be the reactivity. Thus, the decreasing order of the rate of \[\beta \] - elimination reaction with alcoholic $$KOH$$ is : (i) > (iii) > (ii)
155.
Propanal-1 and pentan-3-one are the ozonolysis products of an alkene. What is the structural formula of alkene?
A
\[C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix}
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{2}}C{{H}_{3}}\,\,\,\,\,\,
\end{smallmatrix}}{\mathop{-C=CH-}}\,C{{H}_{2}}C{{H}_{3}}\]
B
\[C{{H}_{3}}C{{H}_{2}}-CH=\overset{\begin{smallmatrix}
\,\,\,\,\,\,\,\,C{{H}_{2}}C{{H}_{3}} \\
|\,\,\,\,\,\,
\end{smallmatrix}}{\mathop{CH-CH-C{{H}_{3}}}}\,\]
C
\[\underset{\begin{smallmatrix}
\,\,\,\,\,\,\,\,\,\,| \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{{H}_{2}}C{{H}_{3}}
\end{smallmatrix}}{\mathop{C{{H}_{3}}-C=}}\,\overset{\begin{smallmatrix}
C{{H}_{2}}C{{H}_{3}}\,\,\, \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,
\end{smallmatrix}}{\mathop{C-C{{H}_{3}}}}\,\]
D
\[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}-CH=\] \[CH-C{{H}_{2}}C{{H}_{3}}\]
156.
The major product obtained in the photo catalysed bromination of 2-methylbutane is :
A
1-bromo-2-methylbutane
B
1-bromo-3-methylbutane
C
2-bromo-3-methylbutane
D
2-bromo-2-methylbutane
Answer :
2-bromo-2-methylbutane
The order of substitution in different alkanes is
$${3^ \circ } > {2^ \circ } > {1^ \circ }$$
Thus the bromination of 2-methyl butane mainly gives 2-Bromo - 2 - methyl butane
157.
Complete the following reactions :
\[\left( \text{i} \right){{C}_{2}}{{H}_{5}}I+{{H}_{2}}\xrightarrow[{{C}_{2}}{{H}_{5}}OH]{Zn\,-\,Cu}X\]
\[\left( \text{ii} \right)C{{H}_{3}}COONa+{{H}_{2}}O\] \[\xrightarrow{\text{Electrolysis }}Y\]
\[\left( \text{iii} \right)C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}C{{H}_{3}}\] \[\xrightarrow[773\,K]{\frac{C{{r}_{2}}{{O}_{3}}}{A{{l}_{2}}{{O}_{3}}}}Z\]
A
$$X = {C_2}{H_6},Y = {C_2}{H_6},Z = {C_6}{H_6}$$
B
$$X = C{H_4},Y = C{H_3}COOH,$$ $$Z = C{H_3}C{H_3}$$
No explanation is given for this question. Let's discuss the answer together.
158.
Which of the following compounds will show $$cis{\text{ - }}trans{\text{ }}$$ isomerism?
A
$${\left( {C{H_3}} \right)_2}C = CH{C_2}{H_5}$$
B
$${H_2}C = CC{l_2}$$
C
$$C{H_3}HC = CClC{H_3}$$
D
$$HClC = C{H_2}$$
Answer :
$$C{H_3}HC = CClC{H_3}$$
159.
Identify the product for the following reaction:
$$CH \equiv CH + HOCl \to $$
A
$$C{l_2}CHCHO$$
B
$$CH\left( {OH} \right) = CHCl$$
C
$$ClC{H_2}C{H_2}OH$$
D
$$C{H_3}COCl$$
Answer :
$$C{l_2}CHCHO$$
160. \[\xrightarrow{B{{r}_{2}}/hv}\text{Major}\left( X \right)\xrightarrow[KOH/\Delta ]{\text{Alcoholic}}\] \[\text{Major}\left( Y \right)\xrightarrow[\text{Peroxide}]{H-Br}\text{Major}\left( Z \right)z\] is :