Question of 110
Q.What happens when glucose is treated with the following reagent?
(a) HI
(b) Bromine
Jharkhand JacJAC Intermediate Board 2018Subjective· 2mImportance★★★★★
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Start your 14-day free trial to unlock the full solution →HI reduces every oxygen-bearing carbon of glucose down to a plain hydrocarbon (revealing its 6-carbon backbone), while bromine water selectively oxidises only the terminal aldehyde group to a carboxylic acid.
- GLUCOSE + HI (excess, with red phosphorus, prolonged heating): This vigorous reduction removes every oxygen function on the chain, converting each -OH and the -CHO group down to -CH2- / -CH3, leaving only the plain carbon skeleton: Glucose --(HI, red P, heat)--> CH3-CH2-CH2-CH2-CH2-CH3 (n-hexane). This reaction was historically important evidence that all six carbon atoms of glucose form a single straight (unbranched) chain.
- GLUCOSE + BROMINE WATER (mild oxidant, aqueous, room temperature): Bromine water is a mild oxidising agent that selectively oxidises only the aldehyde group (-CHO) of glucose to a carboxylic acid (-COOH), leaving the five -OH groups (and the rest of the chain) untouched: …
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