Fehling’s solution
Fehling's solution distinguishes between aldehydes and ketones in carbonyl-containing compounds. It is also commonly employed as a test for monosaccharides, such as glucose, and can help diagnose diabetes by detecting glucose in urine.
1.0What is Fehling’s Solution?
Fehling’s solution consists of two chemicals, Fehling A and Fehling B, mixed in equal amounts just before use. It is dark blue, alkaline, and a mild oxidising agent. It is primarily used to test for aldehydes and reduce sugars and glucose.
Components:
- Fehling A: Copper sulfate solution, which gives the characteristic blue colour due to the presence of copper ions.
- Fehling B: Potassium sodium tartrate (Rochelle salt) solution, prepared by dissolving potassium tartrate in sodium hydroxide. It acts as a chelating agent and is colourless.
The two components are stored separately and combined in equal volumes to prepare fresh Fehling’s solution, which is unstable over time.
2.0Preparation of Fehling’s Solution
- Fehling A (Blue Solution):
- Composition: Aqueous solution of copper sulfate pentahydrate (CuSO₄·5H₂O).
- Preparation: Dissolve copper sulfate pentahydrate in distilled water and add a few drops of dilute sulfuric acid.
- Reaction: CuSO4+2NaOH→Cu(OH)2+Na2SO4
The copper ions in the solution give it a blue colour.
- Fehling B (Colorless Solution):
- Composition: Potassium sodium tartrate (Rochelle salt) in an aqueous sodium hydroxide solution.
- Preparation: Dissolve potassium sodium tartrate in sodium hydroxide.
When Fehling A and B are mixed, Fehling’s solution forms a dark blue copper tartrate complex.
Final Reaction:
CuSO4⋅5H2O) + NaOH + KNaC4H4O6·4H2O → Fehling’s Solution
Copper Sulfate Pentahydrate + sodium hydroxide +potassium sodium tartrate → Fehling’s Solution
3.0Fehling’s Test
Principle:
Fehling’s test detects aldehydes based on their ability to reduce copper(II) ions to copper(I) oxide in an alkaline medium. Aldehydes are readily oxidised to carboxylic acids, which reduces copper(II) to a reddish-brown precipitate of copper(I) oxide. Ketones do not generally react with Fehling’s solution, with some exceptions.
Procedure:
- Preparation of Fehling’s Solution: Mix equal volumes of Fehling A and Fehling B to obtain a dark blue solution.
- Testing for Carbonyl Group: Add the organic compound to be tested (containing an aldehyde or ketone group) to a test tube.
- Addition of Fehling’s Solution: Add the freshly prepared Fehling’s solution to the compound and heat the mixture in a water bath.
Observation:
- If a reddish-brown precipitate forms, the compound contains an aldehyde group.
- If no precipitate forms, the compound likely contains a ketone group.
Redox Reaction
- Without tartrate:
RCHO + 2Cu2+ + 5OH− → RCOO− + Cu2O + 3H2O
- With tartrate:
RCHO + 2Cu(C4H4O6)22− + 5OH− → RCOO− + Cu2O + 4C4H4O62− + 3H2O
In this redox reaction, Cu²⁺ is reduced to Cu₂O, forming an insoluble reddish-brown precipitate, indicating the presence of an aldehyde.
4.0Uses and Applications of Fehling’s Solution
- Detection of Monosaccharides: Fehling’s solution tests for reducing sugars such as glucose, which gives a positive result by forming a red precipitate.
- Medical Diagnostics: One significant application is detecting excess glucose in blood and urine, which can indicate diabetes.
- Detection of Aldehydes and Ketones: Fehling’s solution helps differentiate between aldehydes and ketones in organic compounds. Aldehydes react to produce a red precipitate, while ketones typically do not.
Table of Contents
- 1.0What is Fehling’s Solution?
- 2.0Preparation of Fehling’s Solution
- 3.0Fehling’s Test
- 3.1Redox Reaction
- 4.0Uses and Applications of Fehling’s Solution
Frequently Asked Questions
Fehling’s solution is unstable over time and must be freshly prepared by mixing Fehling A and Fehling B in equal volumes to ensure the chemical reactions proceed correctly.
The test is based on the ability of aldehydes to reduce copper(II) ions (Cu²⁺) in Fehling’s solution to copper(I) oxide (Cu₂O), a red precipitate. Except for exceptions like α-hydroxy ketones, ketones generally do not reduce copper(II) ions.
It is not completely specific to aldehydes since some ketones and α-hydroxy ketones (like fructose) can give a positive result. Fehling’s solution must be freshly prepared, limiting its use in long-term storage.
Reducing sugars react with Fehling’s solution, causing a red precipitate of copper(I) oxide to form, while non-reducing sugars do not react, and no precipitate is formed.
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