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(A) The reaction of $2-$aminocyclohexanol with $HNO_2$ (nitrous acid) leads to the formation of a diazonium salt at the amino group. Since the amino a

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cyclopentanecarbaldehyde

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(A) The reaction of $2-$aminocyclohexanol with $HNO_2$ (nitrous acid) leads to the formation of a diazonium salt at the amino group. Since the amino and hydroxyl groups are in a trans-diaxial orientation,the bond anti-periplanar to the leaving group (the $C-C$ bond of the ring) undergoes migration. This results in ring contraction,converting the six-membered cyclohexane ring into a five-membered cyclopentane ring with a formyl group attached,yielding cyclopentanecarbaldehyde as the final product $(A)$.

The product $(A)$ is:

Similar Questions

Which one of the following compounds does not react with acetyl chloride?

Identify the products $y$ and $x$ in the following reaction sequence:
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The correct order of basic strength for the given compounds is:

In the series of reactions: $C_6H_5NH_2$ $\xrightarrow{NaNO_2/HCl}_{0 - 5\ ^\circ C} X$ $\xrightarrow{HNO_2}_{H_2O} Y + N_2 + HCl$. $X$ and $Y$ are respectively:

An organic amino compound reacts with aqueous nitrous acid at low temperature to produce an oily nitroso amine. The compound is:

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