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Isocitric acid

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Identification
Molecular formula
C6H10O7
CAS number
320-77-4
IUPAC name
2-hydroxy-3-isopropyl-butanedioic acid
State
State

At room temperature, isocitric acid is typically found in a solid state, existing as a crystalline powder. When dissolved in water, it transitions to a liquid state forming a colorless solution.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
273.15
General information
Molecular weight
192.13g/mol
Molar mass
192.1260g/mol
Density
1.5300g/cm3
Appearence

Isocitric acid is a white crystalline powder in its pure form. It is highly soluble in water and forms a clear solution. The compound can also appear as a colorless solution when dissolved in water.

Comment on solubility

Solubility of 2-hydroxy-3-isopropyl-butanedioic acid

2-hydroxy-3-isopropyl-butanedioic acid, with the chemical formula C6H10O7, displays interesting solubility characteristics that are influenced by its functional groups and molecular structure. Here are some key points regarding its solubility:

  • Polar Nature: The presence of hydroxyl (-OH) groups contributes to the molecule's polarity, enhancing its interaction with water molecules.
  • Solvent Compatibility: This compound is expected to be soluble in polar solvents like water and alcohols due to hydrogen bonding capabilities.
  • Limited Solubility: However, it may exhibit limited solubility in non-polar solvents due to the lack of non-polar functional groups.
  • pH Dependence: The solubility can also be affected by the pH of the environment, as the ionization of carboxylic acid groups can enhance solubility under basic conditions.

As a result, while 2-hydroxy-3-isopropyl-butanedioic acid can generally be expected to have higher solubility in polar solvents, conditions such as temperature, pH, and specific solvent properties can significantly influence its solubility profile. Overall, the complex interplay of its functional groups allows for varied solubility behaviors, making it a molecule of interest in both synthetic and biological contexts.

Interesting facts

Interesting Facts about 2-Hydroxy-3-isopropyl-butanedioic Acid

2-Hydroxy-3-isopropyl-butanedioic acid, commonly known as isopropyl malate, is an intriguing compound with several noteworthy characteristics. Found predominantly in nature, it has captured the attention of both chemists and biochemists for its unique properties and potential applications.

Key Features and Applications

  • Natural Occurrence: This compound is often found in plant extracts and plays a role in various metabolic pathways.
  • Biological Importance: Isopropyl malate is related to the synthesis of amino acids and is a significant intermediate in the biosynthesis of various organic compounds.
  • Flavor and Fragrance: It has been studied for its aroma and taste, making it a candidate for use in the flavor and fragrance industries.
  • Potential Health Benefits: Research is ongoing regarding its potential roles in influencing metabolic processes and supporting health.

Chemical Structure and Properties

The structural composition of isopropyl malate provides it with unique chemical properties, which include:

  • Acidic Nature: The presence of carboxylic acid groups in the molecule contributes to its acidity.
  • Stereochemistry: The specific arrangement of hydroxyl groups and isopropyl substitutions in the compound lends fascinating stereochemical properties.

As scientists delve deeper into the chemistry of 2-hydroxy-3-isopropyl-butanedioic acid, they uncover its potential for broader applications, ranging from pharmaceuticals to agriculture. The synthesis and study of this compound not only enhance our understanding of organic chemistry but also highlight the intricate connections between chemical structures and their biological functions.

Quote: "Every compound tells a story; understanding it can lead to groundbreaking discoveries!"

Synonyms
16048-89-8
2-hydroxy-3-isopropylsuccinic acid
3-isopropylmalic acid
2-hydroxy-3-propan-2-ylbutanedioic acid
Butanedioic acid, 2-hydroxy-3-(1-methylethyl)-
2-hydroxy-3-(propan-2-yl)butanedioic acid
CHEBI:35114
DTXSID30274257
3-carboxy-2-hydroxy-4-methylpentanoic acid
3-IPMA
(2S,3S)-2-HYDROXY-3-(PROPAN-2-YL)BUTANEDIOIC ACID
SCHEMBL259033
DTXCID60225737
RAA04889
AKOS014315646
DB04279
PD059333
3-Isopropylmalic acid, >=96.0% (GC)
NS00014722
2-Hydroxy-3-(1-methylethyl)-butanedioic acid
EN300-1722856
635-670-9