JEE MainChemistryBiomolecules
D-glucose reacts with reagent P to yield a monocarboxylic acid X. D-glucose also reacts with reagent Q to yield a dicarboxylic acid Y. Furthermore, compound X can be converted to compound Y by treatment with reagent R. Identify the correct set of reagents P, Q, and R.
Options
- AP = HNO ₃ , Q = Br ₂ water, R = HNO ₃
- BP = Br ₂ water, Q = HNO ₃ , R = Br ₂ water
- CP = Br ₂ water, Q = HNO ₃ , R = KMnO ₄
- DP = Br ₂ water, Q = HNO ₃ , R = HNO ₃
Correct answer
D. P = Br ₂ water, Q = HNO ₃ , R = HNO ₃
Step-by-step solution
D-glucose is oxidized to a monocarboxylic acid (gluconic acid, X) by a mild oxidizing agent. Thus, reagent P is Br ₂ water. D-glucose is oxidized to a dicarboxylic acid (saccharic acid, Y) by a strong oxidizing agent. Thus, reagent Q is HNO ₃ . Gluconic acid (X) can be further oxidized to saccharic acid (Y) by oxidizing its primary alcohol group at the other end of the chain. This requires a strong oxidizing agent, which in standard carbohydrate chemistry is HNO ₃ . Thus, reagent R is HNO ₃ . Therefore, P = Br ₂ wa