An organic compound X on treatment with pyrid | vedclass

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Question

(A) Compound $X$ is oxidized by $PCC$ in $CH_2Cl_2$ to give $Y$. Compound $Y$ gives a positive iodoform test $(I_2 + 	ext{alkali} ightarrow CHI_3)$

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$C_2H_5OH$

Vedclass · Answer

(A) Compound $X$ is oxidized by $PCC$ in $CH_2Cl_2$ to give $Y$. Compound $Y$ gives a positive iodoform test $(I_2 + 	ext{alkali} ightarrow CHI_3)$. This means $Y$ must be a methyl ketone or acetaldehyde. Among the given options,$C_2H_5OH$ (ethanol) is a primary alcohol that is oxidized by $PCC$ to $CH_3CHO$ (acetaldehyde). Acetaldehyde $(Y)$ reacts with $I_2$ and $NaOH$ to form triiodomethane $(CHI_3)$. Reaction: $CH_3CH_2OH \xrightarrow{PCC} CH_3CHO$ $CH_3CHO + 3I_2 + 4NaOH ightarrow CHI_3 + HCOONa + 3NaI + 3H_2O$ Therefore,$X$ is $C_2H_5OH$.

An organic compound $X$ on treatment with pyridinium chlorochromate in dichloromethane gives compound $Y$. Compound $Y$ reacts with $I_2$ and alkali to form triiodomethane. The compound $X$ is

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