Properties and Reactions of Sugars and Invert Sugar
The correct statement(s) regarding sugars is(are)
Given: Specific rotations of L-(-)-glucose and L-(+)-fructose are and , respectively.
Options
A
On treatment with , gluconic acid is oxidized to saccharic acid, whereas glucose is not oxidized to saccharic acid.
BCorrect
Fructose gives a positive Fehling's test because it isomerises to glucose and another aldohexose in the presence of Fehling's reagent.
CCorrect
Invert sugar is an equimolar mixture of D-glucose and D-fructose formed after hydrolysis of the corresponding disaccharide.
D
Specific rotation of invert sugar is .
Topics & Concepts
Step-by-Step Solution
To determine the correct statement(s), we analyze each option individually:
1. Evaluation of Option (A):
- When glucose is treated with concentrated nitric acid (), both the terminal aldehyde group () and primary alcohol group () are oxidized to carboxylic acid groups (), yielding saccharic acid (glucaric acid):
- Similarly, gluconic acid () is also oxidized to saccharic acid by .
- Therefore, the statement claiming that "glucose is not oxidized to saccharic acid" is incorrect.
2. Evaluation of Option (B):
- Fructose is a ketohexose containing an -hydroxy ketone functional group.
- In an alkaline medium (such as Fehling's reagent), fructose undergoes the Lobry de Bruyn-Alberda van Ekenstein transformation.
- Via a 1,2-enediol intermediate, D-fructose isomerizes into D-glucose and D-mannose (another aldohexose):
- These generated aldohexoses reduce Fehling's reagent to give a red precipitate of cuprous oxide (), resulting in a positive Fehling's test.
- Therefore, Statement (B) is correct.
3. Evaluation of Option (C):
- Hydrolysis of sucrose (a dextrorotatory disaccharide) in the presence of dilute acid or the enzyme invertase yields an equimolar mixture of and :
- This resulting equimolar mixture is defined as invert sugar.
- Therefore, Statement (C) is correct.
4. Evaluation of Option (D):
- An enantiomer pair has equal magnitude but opposite sign for its specific rotation:
- Since the specific rotation of is , the specific rotation of is:
- Since the specific rotation of is , the specific rotation of is:
- Invert sugar is an equimolar (1:1) mixture of and . Its specific rotation is the average of the two specific rotations:
- The option states , which is incorrect.
- Therefore, Statement (D) is incorrect.
Conclusion:
The correct statements are (B) and (C).