Question:
\(p\)-cresol reacts with chloroform in alkaline medium to give the compound \(A\) which adds hydrogen cyanide to form the compound \(B\). The latter on acidic hydrolysis gives chiral carboxylic acid '\(C\)' which is
\(p\)-cresol reacts with chloroform in alkaline medium to give the compound \(A\) which adds hydrogen cyanide to form the compound \(B\). The latter on acidic hydrolysis gives chiral carboxylic acid '\(C\)' which is
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Reimer-Tiemann introduces -CHO at ortho position; cyanohydrin hydrolysis gives chiral \(\alpha\)-hydroxy acid.
Updated On: Apr 23, 2026
- A
- B
- C
- D
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The Correct Option is C
Solution and Explanation
Step 1: Formula / Definition}
\[ \text{Reimer-Tiemann} \rightarrow \text{ortho-formylation of phenol} \]
Step 2: Calculation / Simplification}
\(p\)-cresol + \(\mathrm{CHCl_3}\) + \(\mathrm{NaOH}\) \(\rightarrow\) \(A\) (ortho-hydroxy aldehyde)
\(A\) + \(\mathrm{HCN}\) \(\rightarrow\) \(B\) (cyanohydrin)
\(B\) + \(\mathrm{H_3O^+}\) \(\rightarrow\) \(C\) (\(\alpha\)-hydroxy acid, chiral)
Step 3: Final Answer
\[ \text{Structure in option (C)} \]
\[ \text{Reimer-Tiemann} \rightarrow \text{ortho-formylation of phenol} \]
Step 2: Calculation / Simplification}
\(p\)-cresol + \(\mathrm{CHCl_3}\) + \(\mathrm{NaOH}\) \(\rightarrow\) \(A\) (ortho-hydroxy aldehyde)
\(A\) + \(\mathrm{HCN}\) \(\rightarrow\) \(B\) (cyanohydrin)
\(B\) + \(\mathrm{H_3O^+}\) \(\rightarrow\) \(C\) (\(\alpha\)-hydroxy acid, chiral)
Step 3: Final Answer
\[ \text{Structure in option (C)} \]
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