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JEE Mains · Chemistry · STD 12 -8.1. Aldehydes and ketones

A compound \(A\) with molecular formula \(C_{10}H_{13}Cl\) gives a white precipitate on adding silver nitrate solution.  \(A\) on reacting with alcoholic \(KOH\) gives compound \(B\) as the main product. \(B\) on ozonolysis gives \(C\) and \(D.\) \(C\) gives Cannizaro reaction but not aldol condensation. \(D\) gives aldol condensation but not Cannizaro reaction. \(A\) is

  1. A \(C_6H_5 - CH_2 - CH_2 - CH_2 - CH_2 - Cl\)
  2. B \(\begin{array}{*{20}{c}}
    {{C_6}{H_5} - C{H_2} - C{H_2} - CH - C{H_3}}\\
    {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,}\\
    {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Cl}\,\,\,\,\,\,
    \end{array}\)
  3. C \(C_6H_5 -CH_2\)   \( - \begin{array}{*{20}{c}}
      {} \\ 
      {} \\ 
      C \\ 
      | \\ 
      {Cl} 
    \end{array} < \begin{array}{*{20}{c}}
      {C{H_3}} \\ 
      {C{H_3}} 
    \end{array}\)
Verified Solution

Answer & Solution

Correct Answer

(C) \(C_6H_5 -CH_2\)   \( - \begin{array}{*{20}{c}}
  {} \\ 
  {} \\ 
  C \\ 
  | \\ 
  {Cl} 
\end{array} < \begin{array}{*{20}{c}}
  {C{H_3}} \\ 
  {C{H_3}} 
\end{array}\)

Step-by-step Solution

Detailed explanation

Compound \(A\) reacts with alc. \(KOH\) to give compound \(B\) which on further ozonolysis gives \(C\) (does not contains \(\alpha -H\) atom) and \(D\) (contains \(\alpha -H\) atom). This reaction sequence can be achieved by compound in option \((a)\) and \((c)\). Since compound…
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