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Malic acid

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Identification
Molecular formula
C4H6O5
CAS number
617-48-1
IUPAC name
2-hydroxypropanedioic acid
State
State

Malic acid is a crystalline solid at room temperature.

Melting point (Celsius)
131.00
Melting point (Kelvin)
404.00
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
134.09g/mol
Molar mass
134.0870g/mol
Density
1.6094g/cm3
Appearence

Malic acid is a white crystalline solid with a pleasant sour taste. It is hygroscopic and may also appear as a colorless, crystalline powder. Malic acid is soluble in water and blends into a clear solution when dissolved.

Comment on solubility

Solubility of 2-hydroxypropanedioic acid (C4H6O5)

2-hydroxypropanedioic acid, commonly known as **malic acid**, exhibits notable solubility characteristics that are integral to its application and usefulness in various fields. Here are key points regarding its solubility:

  • Solubility in Water: Malic acid is quite soluble in water, with a solubility of approximately **120 g/L** at room temperature. This high solubility is attributed to its two carboxylic acid groups, which can form hydrogen bonds with water molecules.
  • Solubility in Organic Solvents: In addition to its water solubility, malic acid is also soluble in some polar organic solvents, although it shows limited solubility in non-polar solvents like hexane.
  • pH Dependence: The solubility of malic acid can be affected by pH levels. As a diprotic acid, it can donate protons, further influencing its ionic state and thereby impacting its solubility.
  • Practical Implications: This solubility allows malic acid to be effectively used in food and beverage industries, as its aqueous solubility facilitates its incorporation into various formulations.

Overall, the solubility of 2-hydroxypropanedioic acid in water and some organic solvents makes it a valuable compound in both industrial and laboratory settings.

Interesting facts

Interesting Facts about 2-Hydroxypropanedioic Acid

2-Hydroxypropanedioic acid, more commonly known as malic acid, is a fascinating compound with a range of applications in various fields. Here are some notable points about this intriguing acid:

  • Natural Occurrence: Malic acid is naturally found in fruits, particularly in apples, giving them their characteristic tartness. In fact, the name "malic" is derived from the Latin word "malum," meaning apple.
  • Biochemical Role: It plays a crucial role in the Krebs cycle, a key metabolic pathway that is vital for energy production in living organisms. Malic acid contributes to the formation of ATP, which is essential for cellular energy.
  • Food Industry: Due to its sour flavor, malic acid is widely used as a food additive to enhance the taste of candies, beverages, and other products. It acts as a natural preservative and flavoring agent.
  • Health Benefits: Some studies suggest that malic acid may improve exercise performance and reduce muscle fatigue. It is often marketed in supplements aimed at increasing energy levels.
  • Cosmetic Applications: In skincare, malic acid is utilized for its exfoliating properties, helping to slough off dead skin cells and promote a smoother complexion. It is beneficial for maintaining skin hydration and promoting cell renewal.

In summary, 2-hydroxypropanedioic acid is not just a simple organic molecule but rather a compound with significant importance across different domains, including nutrition, health, and cosmetics. Its versatility showcases the intricate connections between chemistry and everyday life.

Synonyms
Tartronic acid
80-69-3
2-Hydroxymalonic acid
Hydroxymalonic acid
2-Hydroxypropanedioic acid
Propanedioic acid, hydroxy-
2-Tartronic acid
hydroxypropanedioic acid
2-hydroxymalonate
MALONIC ACID, HYDROXY-
CHEBI:16513
hydroxy-malonic acid
Tartronicacid
Tartronic acid, 8CI
UNII-34T0025E0L
EINECS 201-301-1
NSC 36171
NSC-36171
34T0025E0L
TARTRONIC ACID [MI]
CHEMBL1794676
DTXSID6075358
.ALPHA.-HYDROXYMALONIC ACID
C3H4O5
MFCD00004237
2-Tartronate
2-Hydroxymalonicacid
4m6u
alpha-hydroxymalonic acid
HydroxymalonsA currencyure
Triadimenol metabolite P06
hydron;2-hydroxypropanedioate
SCHEMBL15060
Tartronic acid, >=97.0%
DTXCID2048167
Propanedioic acid, hydroxy-(9CI)
NSC36171
Propanedioic acid, hydroxy- (9CI)
BDBM50038354
AKOS001115605
CS-W013581
AS-14777
NS00038080
EN300-18772
C02287
H10518
Q425473
Z90123595
F3F5D7E2-8FF8-4206-8F30-077B0F85979B
201-301-1