The sugar shown is oxidised by bromine water. Which of Structures A to D is the major product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: D

Bromine water is a mild oxidant that converts only the CHO group of an aldose into COOH, leaving the CH2OH and secondary OH groups intact. D-Glucose therefore gives D-gluconic acid. Glucaric acid needs HNO3, glucitol is the NaBH4 product and fructose is an isomerisation product under base.

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