A dihalogen derivative X of a three-carbon hy | vedclass

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Question

(C) $1$. The formation of a red precipitate with ammoniacal $Cu_2Cl_2$ indicates the presence of a terminal alkyne $(CH_3-C \equiv CH)$.$2$. Reaction

Vedclass · Accepted Answer

$1,1-$dichloropropane

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(C) $1$. The formation of a red precipitate with ammoniacal $Cu_2Cl_2$ indicates the presence of a terminal alkyne $(CH_3-C \equiv CH)$.$2$. Reaction of $X$ with alcoholic $KOH$ (dehydrohalogenation) yields a terminal alkyne,suggesting $X$ is a geminal or vicinal dihalide.$3$. Reaction of $X$ with aqueous $KOH$ (hydrolysis) gives an aldehyde. $A$ geminal dihalide $(R-CHX_2)$ on hydrolysis yields an aldehyde $(R-CHO)$.$4$. For a three-carbon chain,$1,1-$dichloropropane $(CH_3-CH_2-CHCl_2)$ would yield propanal,and $2,2-$dichloropropane $(CH_3-CCl_2-CH_3)$ would yield acetone. However,the question specifies an aldehyde,and $1,1-$dichloropropane is the correct structure for $X$ to form propyne upon dehydrohalogenation $(CH_3-CH_2-CHCl_2 \xrightarrow{alc. KOH} CH_3-C \equiv CH)$.$5$. Therefore,$X$ is $1,1-$dichloropropane.

$A$ dihalogen derivative $X$ of a three-carbon hydrocarbon reacts with alcoholic $KOH$ to give another hydrocarbon,which gives a red precipitate with ammoniacal $Cu_2Cl_2$. Reaction of $X$ with aqueous $KOH$ gives an aldehyde. The compound $X$ is .......

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