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Question
Complete the following reaction sequence by writing the structural formulae of the organic compound 'A', 'B' and 'C'.
\[\ce{2-Bromobutane->[Alc.KOH]A->[][Br2]B->[][NaNH2]C}\]
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Solution
\phantom{.}\ce{Br}\phantom{................................................................}\ce{Br}\phantom{.............................................}\\
\phantom{...}|\phantom{..................................................................}|\phantom{................................................}\\
\ce{\underset{\text{2-Bromobutane}}{H3C - CH - CH2CH3}->[Alc.KOH][-KBr]\underset{\underset{(Major) (A)}{But-2-ene}}{H3C - CH = CH - CH3}->[Br2] H3C - CH - CH - CH3 ->[NaNH2][Double dehydrohalogen reaction] \underset{\text{But-2-yne (C)}}{H3C - C ≡ C-CH3}}\\
\phantom{.........}|\\
\phantom{................}\ce{\underset{\text{2,3-Dibromobutane (B)}}{Br}}
\end{array}\]
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\[\begin{array}{cc}\ce{CH3\phantom{................}}\\
|\phantom{...................}\\
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\end{array}\]
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\[\begin{array}{cc}
\ce{CH3}\phantom{.......}\\
|\phantom{.........}\\
\ce{CH3 - c - CH2 - Cl ->[Na/dry ether]}\\
|\phantom{.........}\\
\ce{CH3}\phantom{.......}
\end{array}\]
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\[\begin{array}{cc}
\ce{CH3}\phantom{................}\\
|\phantom{...................}\\
\ce{CH3 - C - CH2 - Cl ->[Na/dry ether] A}\\
|\phantom{...................}\\
\ce{CH3}\phantom{................}
\end{array}\]
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\[\begin{array}{cc}
\ce{CH3}\phantom{...............}\\
|\phantom{..................}\\
\ce{CH3 - C - CH2 - Cl ->[Na/dry ether]A}\\
|\phantom{...................}\\
\ce{CH3}\phantom{.................}
\end{array}\]
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\[\begin{array}{cc}
\ce{CH3}\phantom{................}\\
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