What is the Difference Between Malic Acid and Maleic Acid

The main difference between malic acid and maleic acid is that malic acid is a naturally occurring organic acid that is found in certain fruits, whereas maleic acid is a synthetic acid.

Despite their similar names, malic acid and maleic acid are distinct organic compounds with different chemical structures and properties. However, both belong to the dicarboxylic acid group.

Key Areas Covered

1. What is Malic Acid
     – Definition, Structure, Features
2. What is Maleic Acid
     – Definition, Structure, Features
3. Similarities Between Malic Acid and Maleic Acid
     – Outline of Common Features
4. Difference Between Malic Acid and Maleic Acid
     – Comparison of Key Differences

Key Terms

C4H6O5, Hydroxybutanedioic Acid, HOCCH=CHCOH, Malic Acid, Maleic Acid

Difference Between Malic Acid and Maleic Acid - Comparison Summary

What is Malic Acid

Malic acid, also known as hydroxybutanedioic acid, is a dicarboxylic organic acid with the chemical formula C4H6O5. It is classified as an alpha-hydroxy acid (AHA) due to its structure, which includes a hydroxyl group (-OH) on the alpha-carbon atom. This structure contributes to its unique chemical properties.

One notable characteristic of malic acid is its ability to exist in both the L-form (levorotatory) and D-form (dextrorotatory). The L-isomer is typically found in nature and is responsible for the sour taste in fruits like apples and grapes. The D-isomer, on the other hand, is less common and often used in the synthesis of various chemical compounds.

Malic acid is a popular food additive primarily used to enhance the sour or tart taste of products. It is commonly employed in the production of sour candies, carbonated beverages, and fruit-flavored snacks. Its flavor-enhancing properties make it a valuable tool for achieving the desired taste profile in various food and beverage products.

Compare Malic Acid and Maleic Acid

Figure 1: Malic Acid

Due to its exfoliating properties and ability to promote skin hydration, malic acid is used in cosmetic products, especially in skincare formulations. It helps remove dead skin cells, improving the appearance and texture of the skin. Its presence in skincare products can lead to a more youthful and radiant complexion.

Malic acid is used in the pharmaceutical industry as an excipient in drug formulations. It serves as an effective acidulant and pH regulator in various medications, helping to control the release of active ingredients and improve the stability of pharmaceutical formulations. In household and industrial cleaning products, malic acid can be found as a key ingredient for descaling and removing mineral deposits. Its chelating properties make it effective in dissolving calcium and magnesium ions, preventing the buildup of limescale and improving cleaning efficiency.

What is Maleic Acid

Maleic acid is a colorless, crystalline solid with a distinctive, pungent odor. It has the chemical formula HOCCH=CHCOH. Maleic acid’s molecular structure consists of two carboxylic acid functional groups (-COOH) on adjacent carbon atoms. This arrangement results in maleic acid’s classification as a dicarboxylic acid. The presence of these carboxylic acid groups imparts several important chemical properties to maleic acid, such as its acidity and reactivity.

One of the key characteristics of maleic acid is its ability to exist as cis and trans isomers, which differ in the spatial arrangement of atoms around the carbon-carbon double bond in the molecule. The cis isomer has both carboxylic acid groups on the same side of the double bond, while the trans isomer has them on opposite sides. This geometric isomerism has significant implications for maleic acid’s behavior and applications.

Malic Acid vs Maleic Acid

Figure 2: Maleic Acid

Maleic acid and its anhydride derivative, maleic anhydride, are widely used in the production of various polymers and resins. They are essential components in the synthesis of unsaturated polyester resins, which find applications in fiberglass-reinforced plastics, coatings, and adhesives. Maleic acid and its derivatives are used in the formulation of surfactants, which play a crucial role in detergent production and emulsion polymerization processes.

Similarities Between Malic Acid and Maleic Acid

  • Malic acid and maleic acid are dicarboxylic acids.
  • Both compounds contain a carbon-carbon double bond (C=C) in their structures, contributing to their reactivity and chemical properties.
  • Both acids exhibit geometric isomerism.

Difference Between Malic Acid and Maleic Acid

Definition

Malic acid, also known as hydroxybutanedioic acid, is a dicarboxylic organic acid with the chemical formula C4H6O5,  while maleic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups.

Chemical Formula

Malic acid has the chemical formula C4H6O5, whereas maleic acid has the chemical formula HOCCH=CHCOH.

Nature

While malic acid is a naturally occurring acid, maleic acid is a synthetic acid.

Taste

Malic acid imparts a tart or sour taste to foods and beverages, while maleic acid itself is not typically used for its taste in food products.

Conclusion

Malic acid and maleic acid are distinct organic compounds with different chemical structures and properties. The main difference between malic acid and maleic acid is that malic acid is a naturally occurring organic acid that is found in certain fruits, whereas maleic acid is a synthetic acid.

Reference:

1. “Malic acid.” Wikipedia. Wikipedia Foundation.
2. “Maleic Acid.” PubChem. National Library of Medicine.

Image Courtesy:

1. “Sample of racemic malic acid” By LHcheM – Own work (CC BY-SA 3.0) via Commons Wikimedia
2. “Maleinsäure” By NEUROtiker – Own work (Public Domain) via Commons Wikimedia

About the Author: Hasini A

Hasini is a graduate of Applied Science with a strong background in forestry, environmental science, chemistry, and management science. She is an amateur photographer with a keen interest in exploring the wonders of nature and science.

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