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Question
Which is the most suitable reagent for the following conversion?
\[\begin{array}{cc}
\phantom{....................}\ce{O}\phantom{.....................................}\ce{O}\phantom{.}\\
\phantom{....................}||\phantom{......................................}||\phantom{.}\\
\phantom{}\ce{CH3 - CH = CH - CH2 - C - CH3 -> CH3 - CH = CH - CH2 - C - OH}\phantom{.}
\end{array}\]
Options
Tollen’s reagent
Benzoyl peroxide
\[\ce{I2}\] and \[\ce{NaOH}\] solution
\[\ce{Sn}\] and \[\ce{NaOH}\] solution
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Solution
\[\ce{I2}\] and \[\ce{NaOH}\] solution
Explanation:
\[\begin{array}{cc}
\phantom{......................}\ce{O}\phantom{....................................}\ce{O}\phantom{..............}\\
\phantom{....................}||\phantom{.....................................}||\phantom{............}\\
\phantom{}\ce{CH3CH = CH - CH2 - C - CH3 ->[I2 + NaOH] CH3CH = CHCH2 - C - ONa + CHI3}\\
\phantom{............................................}\ce{↓ H2O}\\
\phantom{.......................................................}\ce{O}\\
\phantom{.......................................................}||\\
\phantom{.........................................}\ce{CH3CH = CHCH2 - C - OH}
\end{array}\]
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