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The reaction sequence is:
$2-\text{hydroxycyclohexylacetone}$ $\xrightarrow{I_2/NaOH}$ $\xrightarrow{\Delta}$ $\xrightarrow{H^+}$ $\xrightarrow{\Delta} A$
$A$ is:

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In Column - $I$ the structure of the compound is given,in Column - $II$ the boiling point,and in Column - $III$ the functional group is given. Find the correct match for Column - $I$ from Column - $II$ and Column - $III$.
Column - $I$ (Formula)Column - $II$ (Boiling Point)Column - $III$ (Group)
$(A)$ $CH_3COOH$$(i)$ $309 \ K$$(m)$ Alkane
$(B)$ $CH_3CH_2CH_2OH$$(ii)$ $322 \ K$$(n)$ Ketone
$(C)$ $CH_3COCH_3$$(iii)$ $329 \ K$$(o)$ Aldehyde
$(D)$ $CH_3CH_2CHO$$(iv)$ $391 \ K$$(p)$ Carboxylic acid
$(E)$ $CH_3CH_2CH_2CH_2CH_3$$(v)$ $370 \ K$$(q)$ Alcohol

Product $A$ is

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Match Column-$I$ with Column-$II$ based on the $pK_a$ values of the given carboxylic acids:
Column-$I$Column-$II$
$(A)$ $CF_3COOH$$(i)$ $3.41$
$(B)$ Benzoic acid$(ii)$ $4.76$
$(C)$ $CH_3COOH$$(iii)$ $0.23$
$(D)$ $4$-nitrobenzoic acid$(iv)$ $4.20$

Ethanol on reaction with alkaline $KMnO_4$ gives $X$,which when reacted with methanol in the presence of an acid gives a sweet-smelling compound $Y$. $X$ and $Y$ respectively are:

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