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Question 60

The correct match between item I and item II is:
Item I (Compound)        Item II (Reagent)
a. Lysine                       p. 1-naphthol
b. Furfural                    q. Ninhydrin
c. Benzyl alcohol         r. KMnO$$_4$$
d. Styrene                     s. Ceric ammonium nitrate

First, we carefully examine the four compounds in Item I and recall the most characteristic qualitative reagent for each.

We have $$\text{Lysine}$$, an α-amino acid that contains two amino ($$-\mathrm{NH_2}$$) groups. A very common laboratory test for amino acids is the ninhydrin test; the reagent $$\text{ninhydrin}$$ reacts with free $$-\mathrm{NH_2}$$ groups to give the deep purple-blue Ruhemann’s purple complex. Hence, Lysine will definitely match with $$\text{ninhydrin} \;(q).$$

Now, consider $$\text{Furfural}$$ (2-furancarboxaldehyde). It is an aldehyde derived from a furan ring, and aldehydes that arise from carbohydrates give the well-known Molisch reaction. The Molisch reagent is alcohol-soluble $$\alpha$$- or $$1$$-naphthol. When furfural is mixed with $$1$$-naphthol and concentrated $$\mathrm{H_2SO_4}$$, a violet ring appears, confirming the aldehydic derivative of a carbohydrate. Therefore, Furfural must be paired with $$1\text{-naphthol} \;(p).$$

Next, look at $$\text{Benzyl alcohol} \;( \mathrm{C_6H_5CH_2OH} ).$$ Alcohols in general give an immediate colour change (usually yellow-orange to red) with the ceric ammonium nitrate test. The reagent $$\displaystyle \mathrm{(NH_4)_2[Ce(NO_3)_6]}$$, abbreviated as CAN, is specific for alcoholic $$-\mathrm{OH}$$ groups. Thus Benzyl alcohol will respond to $$\text{ceric ammonium nitrate} \;(s).$$

Lastly, $$\text{Styrene} \;(\mathrm{C_6H_5CH=CH_2})$$ possesses a carbon-carbon double bond. Alkenes readily decolourise cold, dilute, alkaline or neutral $$\mathrm{KMnO_4}$$ (Baeyer’s test) by reducing the purple $$\mathrm{MnO_4^-}$$ ion to brown $$\mathrm{MnO_2}$$. Consequently, Styrene is best matched with $$\mathrm{KMnO_4} \;(r).$$

Collecting all our pairings, we have

$$ \begin{aligned} a &\;\;\text{(Lysine)} &\longrightarrow&\; q \;(\text{ninhydrin}), \\ b &\;\;\text{(Furfural)} &\longrightarrow&\; p \;(1\text{-naphthol}), \\ c &\;\;\text{(Benzyl alcohol)} &\longrightarrow&\; s \;(\text{ceric ammonium nitrate}), \\ d &\;\;\text{(Styrene)} &\longrightarrow&\; r \;(\mathrm{KMnO_4}). \\ \end{aligned} $$

This exact correspondence is listed in Option B.

Hence, the correct answer is Option B.

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