What is a Reducing Sugar?
To understand why sucrose behaves as it does, it is essential to first grasp the concept of a reducing sugar. A reducing sugar is any sugar that, in an alkaline solution, possesses a free aldehyde ($–CHO$) or ketone ($–C=O$) functional group. It is this free group that allows the sugar to act as a reducing agent. Examples include all monosaccharides like glucose and fructose, and some disaccharides such as lactose and maltose.
How the Fehling's Test Works
Fehling's test identifies reducing sugars. The reagent is made by mixing Fehling's A ($CuSO_4$ solution) and Fehling's B (potassium sodium tartrate in $NaOH$) just before use. The mixture is a deep blue solution containing copper(II) ions ($Cu^{2+}$). When a reducing sugar is heated with this solution, the sugar's aldehyde group is oxidized, and the copper(II) ions are reduced to copper(I) oxide ($Cu_2O$), which forms a brick-red precipitate.
The Non-Reducing Nature of Sucrose
Sucrose is a disaccharide of glucose and fructose. It is a non-reducing sugar because its glucose and fructose units are linked by a glycosidic bond involving their anomeric carbons (glucose's C1 and fructose's C2). This linkage prevents the formation of free aldehyde or ketone groups. Without these groups, sucrose cannot reduce copper(II) ions, leading to a negative Fehling's test.
What Happens During a Standard Fehling's Test with Sucrose?
When sucrose is heated with Fehling's reagent, there is no reaction. The solution stays blue, and no brick-red precipitate forms. This negative result distinguishes sucrose from reducing sugars.
Hydrolysis: The Exception to the Rule
Hydrolysis can make sucrose give a positive Fehling's test. Heating sucrose with dilute acid breaks the glycosidic bond, yielding glucose and fructose. Since both are reducing sugars, they will then reduce Fehling's solution to form the brick-red precipitate.
Comparative Analysis of Sugar Types
| Feature | Reducing Sugars | Non-Reducing Sugars |
|---|---|---|
| Free Carbonyl Group | Have a free aldehyde or ketone group. | No free aldehyde or ketone group due to bond formation. |
| Fehling's Test Result | Positive, produces a brick-red precipitate. | Negative, solution remains blue. |
| Examples | Glucose, Fructose, Lactose, Maltose. | Sucrose, Trehalose. |
| Anomeric Carbon | At least one anomeric carbon has a free -OH group. | Both anomeric carbons are involved in the glycosidic bond. |
| Hydrolysis | Not required for a positive Fehling's test. | Required to break the glycosidic bond and expose reducing groups. |
Conclusion
Sucrose does not reduce Fehling's solution because its structure lacks the free aldehyde or ketone groups necessary for the reaction. The Fehling's test with sucrose results in the solution remaining blue. However, hydrolysis breaks sucrose into glucose and fructose, which are reducing sugars and will yield a positive Fehling's test. For further reading, consult resources like Chemistry LibreTexts on Nonreducing Sugar.