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D-Glucaric acid

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Identification
Molecular formula
C6H10O8
CAS number
87-73-0
IUPAC name
(2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid
State
State

At room temperature, D-Glucaric acid is found in a solid state.

Melting point (Celsius)
118.00
Melting point (Kelvin)
391.15
Boiling point (Celsius)
58.60
Boiling point (Kelvin)
331.75
General information
Molecular weight
212.13g/mol
Molar mass
212.1310g/mol
Density
1.9750g/cm3
Appearence

D-Glucaric acid typically appears as a white crystalline solid. It is soluble in water, producing a colorless solution.

Comment on solubility

Solubility of (2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid

(2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid is known for its unique structure that influences its solubility properties. This compound, with multiple hydroxyl (-OH) groups, tends to exhibit high solubility in polar solvents. Below are some characteristics that highlight its solubility behavior:

  • High Polarity: The presence of five hydroxyl groups significantly increases the polarity of the molecule, allowing it to interact favorably with water molecules.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water enhances its solubility, making it quite soluble in aqueous solutions.
  • Solvent Compatibility: Besides water, (2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid may also dissolve well in other polar organic solvents, such as methanol and ethanol.
  • Limited Solubility in Nonpolar Solvents: It is important to note that due to its highly polar nature, the solubility in nonpolar organic solvents (like hexane) is very low.

In summary, the solubility of (2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid is largely influenced by its multiple hydroxyl groups, making it a soluble entity primarily in polar environments. Its ability to interact with water through robust hydrogen bonding is a key factor that contributes to this solubility profile.

Interesting facts

Interesting Facts about (2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid

(2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid is a fascinating compound that plays a significant role in various biological processes. This carboxylic acid, often recognized for its numerous hydroxyl groups, showcases a unique structure that contributes to its versatile properties. Below are some intriguing aspects of this compound:

  • Multi-hydroxyl Structure: The presence of five hydroxyl groups makes this compound highly reactive and capable of forming hydrogen bonds, which can enhance its solubility and interaction with biomolecules.
  • Biological Relevance: It is closely related to certain sugar acids and fatty acids, which are essential in metabolic pathways within living organisms.
  • Potential Applications: Owing to its structure, (2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid could be explored for use in pharmaceuticals, particularly in drug delivery systems or as a precursor in organic synthesis.
  • Chirality: The compound has multiple chiral centers (2R, 4R, and 5R), which means its stereochemistry can significantly influence its chemical behavior and biological interactions.
  • Natural Occurrence: Similar compounds are often found in nature, displaying the richness of hydroxy acids in various living organisms.

In summary, (2R,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid is not only a compound of academic interest but also a piece of the puzzle in the complex world of biochemistry and organic synthesis. As research advances, understanding its properties may lead to innovative applications in medicine and biotechnology.