Identify the product formed when D-glucose is reduced (e.g. with $H...

Question

Identify the product formed when D-glucose is reduced (e.g. with $H_2/Ni$ or Na–Hg/$H_2O$), converting the aldehyde group at $C_1$ into $-CH_2OH$: $$HOCH_2(CHOH)_4CHO \xrightarrow{H_2/Ni} \;?$$

Accepted Answer

Step 1: Reducing agents like $H_2/Ni$ (catalytic hydrogenation) or Na–Hg/$H_2O$ reduce the aldehyde group ($-CHO$) at $C_1$ of glucose to a primary alcohol ($-CH_2OH$), without affecting the other –OH groups. Step 2: $$HOCH_2(CHOH)_4CHO\xrightarrow{H_2/Ni}HOCH_2(CHOH)_4CH_2OH$$ Product: Sorbitol (D-glucitol) — a hexahydric alcohol.

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