JEE Mains · Chemistry · STD 12 - 7. Alcohol, phenol and ethers
Two compounds \(A\) and \(B\) with same molecular formula \(\left( C _{3} H _{6} O \right)\) undergo Grignard's reaction with methylmagnesium bromide to give products \(C\) and \(D\). products \(C\) and \(D\) show following chemical tests.
| Test | \(C\) | \(D\) |
| Ceric ammonium nitrate Test | Positive | positive |
| Lucas Test | Turbidity obtained after five minutes | Turbidity obtained immediately |
| Iodoform Test | Positive | Negative |
- A \(C = {H_3}C - \begin{array}{*{20}{c}} {C{H_3}\,\,\,\,\,\,\,\,} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C - OH} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C{H_3\,\,\,\,\,\,\,\,}} \end{array}\) \(\begin{array}{*{20}{c}} {D = {H_3}C - C{H_2} - CH - C{H_3}} \\ {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\ {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,OH} \end{array}\)
- B \(C = H _{3} C - CH _{2}- C H _{2}- CH _{2}- OH\) \(D = {H_3}C - \begin{array}{*{20}{c}} {C{H_3}\,\,\,\,\,} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C - OH} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C{H_3}\,\,\,\,\,} \end{array}\)
- C \(\begin{array}{*{20}{c}} {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,OH} \\ {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\ {C = {H_3}C - C{H_2} - CH - C{H_3}} \end{array}\) \(D = {H_3}C - \begin{array}{*{20}{c}} {C{H_3}\,\,\,\,\,} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C - OH} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C{H_3}\,\,\,\,\,} \end{array}\)
- D \(C = H _{3} C - CH _{2}- CH _{2}- CH _{2}- OH\) \(\begin{array}{*{20}{c}} {D = {H_3}C - C{H_2} - CH - C{H_3}} \\ {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\ {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,OH} \end{array}\)
Answer & Solution
Correct Answer
(C) \(\begin{array}{*{20}{c}} {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,OH} \\ {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\ {C = {H_3}C - C{H_2} - CH - C{H_3}} \end{array}\) \(D = {H_3}C - \begin{array}{*{20}{c}} {C{H_3}\,\,\,\,\,} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C - OH} \\ |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\ {C{H_3}\,\,\,\,\,} \end{array}\)
Step-by-step Solution
Detailed explanation
\(\begin{array}{*{20}{c}} {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,O} \\ {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,||} \\ {C{H_3}C - C{H_2} - C - H} \\ {(A)} \end{array}\) \(\xrightarrow{CH_3MgBr}\)…
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