Q.A) What happen's when glucose reacts with concentrated HNO3? Give chemical equation.
B) Draw the structure of beta-D-ribose sugar.
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Start your 14-day free trial to unlock the full solution →Concentrated nitric acid oxidises glucose at both ends of its chain to give a dicarboxylic acid (saccharic acid), which is chemical proof that glucose has both an aldehyde group and a terminal primary alcohol group; beta-D-ribose is the five-membered cyclic (furanose) form of the pentose sugar ribose.
A) Glucose + concentrated HNO3:
Glucose is an open-chain aldohexose with a -CHO group at C1 and a -CH2OH group at C6. Concentrated nitric acid is a strong oxidising agent and oxidises BOTH of these terminal groups to carboxylic acid (-COOH) groups, converting glucose into a dicarboxylic acid called saccharic acid (glucaric acid):
CH2OH-(CHOH)4-CHO + [O] (conc. HNO3) --> HOOC-(CHOH)4-COOH + H2O
(Glucose) (Saccharic acid)
This reaction is used as evidence that glucose contains both an aldehyde group (oxidised at C1) and a primary alcohol group (oxidised at C6) - milder oxidants (like bromine water) oxidise only the -CHO group (to gluconic acid), while conc. HNO3 oxidises both ends.
B) Structure of beta-D-ribose (as the cyclic beta-D-ribofuranose form):
Ribose is an aldopentose (5-carbon sugar). In its more stable cyclic form it exists as a furanose (5-membered ring formed between the C1 aldehyde carbon and the C4 -OH oxygen). In beta-D-ribofuranose:
- The ring oxygen bridges C1 and C4. …
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