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D-ascorbic acid (Vitamin C)

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Identification
Molecular formula
C6H8O6
CAS number
50-81-7
IUPAC name
(4S,5R)-4,5,6-trihydroxy-2,3-dioxo-hexanoic acid
State
State

Solid at room temperature.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.00
Boiling point (Celsius)
152.00
Boiling point (Kelvin)
425.00
General information
Molecular weight
176.12g/mol
Molar mass
176.1240g/mol
Density
1.6940g/cm3
Appearence

White to slightly yellow, crystalline powder. It is often found in tablet form as a dietary supplement. It is water-soluble and can be stable in moderately acidic solutions.

Comment on solubility

Solubility of (4S,5R)-4,5,6-trihydroxy-2,3-dioxo-hexanoic acid

The solubility of (4S,5R)-4,5,6-trihydroxy-2,3-dioxo-hexanoic acid, known for its multiple hydroxyl groups, is particularly noteworthy. The presence of these polar functional groups enhances its solubility in aqueous solutions. Key points regarding its solubility include:

  • Polarity: The numerous hydroxyl (–OH) groups contribute to strong hydrogen bonding with water molecules.
  • Hydrophilicity: Given its structure, it is expected to be highly hydrophilic, favoring solubility in polar solvents.
  • Concentration Effects: At higher concentrations, the solubility may reach a saturation point, which could limit further dissolution.
  • pH Dependence: Solubility may also vary with changes in pH, as protonation and deprotonation of functional groups can alter solubility characteristics.

In summary, one can assert that under standard conditions, the solubility of (4S,5R)-4,5,6-trihydroxy-2,3-dioxo-hexanoic acid in water is expected to be quite favorable due to its hydrophilic nature. As is often quoted in chemistry, "like dissolves like," and this compound exemplifies that principle well.

Interesting facts

Interesting Facts about (4S,5R)-4,5,6-trihydroxy-2,3-dioxo-hexanoic acid

(4S,5R)-4,5,6-trihydroxy-2,3-dioxo-hexanoic acid is a fascinating organic compound that highlights the complexity and beauty of biochemical interactions. Here are some intriguing aspects worth noting:

  • Stereochemistry: This compound possesses chiral centers, specifically at the 4th and 5th carbon atoms. These configurations (4S and 5R) influence the compound's biological activity, reinforcing the idea that the arrangement of atoms can profoundly affect function.
  • Biochemical Significance: As a dihydroxy acid, it plays a significant role in metabolic pathways. Compounds with similar structures might be involved in enzymatic reactions that are critical to cellular functions.
  • Potential Applications: Due to its structure, this compound could have implications in pharmaceutical development, especially in designing drugs that target specific biological pathways. Compounds with dioxo functionalities often exhibit interesting properties that can be harnessed in medicinal chemistry.
  • Analytical Chemistry: The ability to analyze and quantify this compound through techniques such as NMR spectroscopy or mass spectrometry showcases the advancement in analytical methods that enable scientists to explore intricate organic molecules.
  • Nature's Engineering: The presence of multiple hydroxyl groups highlights nature's ability to engineer compounds for flexibility and reactivity. This characteristic is essential for many natural products, contributing to their diverse biological roles.

In summary, (4S,5R)-4,5,6-trihydroxy-2,3-dioxo-hexanoic acid is a prime example of how subtle differences in molecular structure can lead to noteworthy distinctions in chemistry and biochemistry. It serves as a reminder of the intricate dance between structure and function in the molecular world.

Synonyms
threo-2,3-Hexodiulosonic acid
(4S,5R)-4,5,6-trihydroxy-2,3-dioxohexanoic acid
W7I9B5SS3X
2,3-DIKETOGULONIC ACID
3409-57-2
2,3 Diketogulonic Acid
UNII-W7I9B5SS3X
2,3-DIOXOGULONIC ACID
SCHEMBL2728301
DTXSID40187687
GJQWCDSAOUMKSE-GBXIJSLDSA-N
GULONIC ACID, 2,3-DIKETO-
NS00077028