Q16 / 180 · COMEDK 2025 (10 May Shift 1) · Chemistry

Match the reactions of Glucose given in Column I with the major product formed in the reaction as in Column II.
Column I - ReactionsColumn II - Major Product
A$C_6H_{12}O_6 + HI$ (Heat)P$HOOC-(CHOH)_4-COOH$
B$C_6H_{12}O_6 + Br_2$ (aq)Q$CH_3-(CH_2)_4-CH_3$
C$C_6H_{12}O_6 + $ Conc. $HNO_3$R$NH_4OOC-(CHOH)_4-CH_2OH$
D$C_6H_{12}O_6 + 2[Ag(NH_3)_2]OH$S$HOOC-(CHOH)_4-CH_2OH$

  • A
    $\mathrm{A}=\mathrm{P} \quad \mathrm{B}=\mathrm{S} \quad \mathrm{C}=\mathrm{Q} \quad \mathrm{D}=\mathrm{R}$
  • B
    $\mathrm{A}=\mathrm{S} \quad \mathrm{B}=\mathrm{R} \quad \mathrm{C}=\mathrm{Q} \quad \mathrm{D}=\mathrm{P}$
  • Correct answer
    C
    $\mathrm{A}=\mathrm{Q} \quad \mathrm{B}=\mathrm{S} \quad \mathrm{C}=\mathrm{P} \quad \mathrm{D}=\mathrm{R}$
  • D
    None

Solution

A + HI (Heat): Strong reduction, removes all OH groups $\rightarrow$ n-hexane $CH_3-(CH_2)_4-CH_3$ $\Rightarrow$ A = Q

B + $Br_2$ (aq): Mild oxidation, only oxidises aldehyde ($-CHO$) at $C_1$ $\rightarrow$ Gluconic acid $HOOC-(CHOH)_4-CH_2OH$ $\Rightarrow$ B = S

C + Conc. $HNO_3$: Strong oxidation, oxidises both aldehyde and terminal $-CH_2OH$ $\rightarrow$ Saccharic acid $HOOC-(CHOH)_4-COOH$ $\Rightarrow$ C = P

D + $2[Ag(NH_3)_2]OH$: Tollens reagent, mild oxidation in basic medium $\rightarrow$ Ammonium gluconate $NH_4OOC-(CHOH)_4-CH_2OH$ $\Rightarrow$ D = R

$A = Q,\ B = S,\ C = P,\ D = R$

Hence, the correct answer is option: 'C'.

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