Q.

Write down the structures and names of the products formed when D-glucose is treated with 
(A) Bromine water 
(B) Hydrogen Iodide (Prolonged heating).

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Detailed Solution

D-glucose is a simple sugar (monosaccharide) with the molecular formula C6H12O6. It reacts with different reagents to give specific products based on the chemical nature of the reagents.

(A) Reaction with Bromine Water:
Bromine water is a mild oxidizing agent that selectively oxidizes the aldehyde group (-CHO) in D-glucose to a carboxylic acid group (-COOH). The rest of the molecule remains unchanged, including the primary alcohol group (-CH2OH) at the other end.

The reaction is as follows: 
D-glucose + Br2/H2O → Gluconic acid
Structure of the product (Gluconic acid):

 COOH
 |
 (CHOH)4
 |
 CH2OH
 

Gluconic acid is the product of this reaction.

(B) Reaction with Hydrogen Iodide (Prolonged Heating):
When D-glucose is treated with hydrogen iodide (HI) and heated for a long time, it undergoes complete reduction. The hydroxyl (-OH) groups and the aldehyde group (-CHO) are removed, and the carbon skeleton is converted into a straight-chain alkane.

The reaction is as follows: 
D-glucose + HI (heat) → n-Hexane
Structure of the product (n-Hexane):

 CH3-(CH2)4-CH3
 

n-Hexane is the product of this reaction.

  • When D-glucose is treated with bromine water, it forms gluconic acid.
  • When D-glucose is treated with hydrogen iodide (prolonged heating), it forms n-hexane.
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