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L-ascorbic acid

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

At room temperature, L-ascorbic acid is typically found as a solid.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.00
Boiling point (Celsius)
552.00
Boiling point (Kelvin)
825.00
General information
Molecular weight
176.12g/mol
Molar mass
176.1240g/mol
Density
1.6940g/cm3
Appearence

At room temperature, L-ascorbic acid appears as a white to very pale yellow crystalline powder or granules. It is odorless and has a sour taste, reminiscent of citrus.

Comment on solubility

Solubility of (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid

The compound (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid, also known as a sugar acid, exhibits interesting solubility characteristics due to its multiple hydroxyl groups and carboxylic acid functional groups. These functional groups significantly enhance the compound's ability to interact with water molecules, leading to its increased solubility. Here are some key points to consider:

  • High Water Solubility: Due to the presence of four hydroxyl groups, this compound readily dissolves in polar solvents like water.
  • Hydrogen Bonding: The hydroxyl (-OH) groups can form extensive hydrogen bonds with water, maximizing solvation.
  • pH Dependence: The solubility may be influenced by pH levels since the carboxylic acid group can deprotonate, enhancing solubility under alkaline conditions.
  • Temperature Effect: As with many organic acids, increased temperatures can further enhance solubility in aqueous solutions.

In summary, the solubility of (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid is notably high in water, primarily driven by its ability to form multiple hydrogen bonds. This characteristic allows it to feature prominently in various biochemical interactions and applications.

Interesting facts

Interesting Facts about (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid

(2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid, also known as a sugar acid, is a fascinating compound that belongs to the category of dicarboxylic acids. Here are some intriguing points about this compound:

  • Biological Relevance: This compound is often found in natural sources, such as in certain fruits and vegetables, and plays a significant role in metabolic pathways.
  • Functional Groups: The presence of multiple hydroxyl groups in this compound enhances its reactivity and allows it to participate in various chemical reactions, making it essential in organic synthesis.
  • Chirality: The specific stereochemistry of the molecule signifies that it exists as one of several stereoisomers. This chirality can have profound implications in biological systems and pharmacology, influencing how the compound interacts with enzymes and receptors.
  • Applications: Tetrahydroxy acids are often utilized in the food industry as acidulants and preservatives due to their ability to enhance flavor and acidity.
  • Environmental Impact: As a biodegradable compound, its presence in natural ecosystems is generally beneficial, contributing to nutrient cycles within the environment.
  • Research Potential: Scientists are studying this compound for potential applications in drug development, particularly in designing compounds that mimic natural substrates for specific enzymes.

In summary, (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid is not just a simple organic molecule; it embodies a wide range of significance in both nature and applied sciences.

Synonyms
GLUCARIC ACID
Glucosaccharic acid
(2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid
25525-21-7
QLZ991V4A2
DTXSID501340165
Acid, Saccharic
D Glucaric Acid
L Gularic Acid
D Saccharic Acid
Levo Gularic Acid
RefChem:663092
GlyTouCan:G37845XB
CHEBI:17301
DTXCID201769580
G37845XB
201-768-1
D-glucaric acid
87-73-0
Saccharic acid
D-saccharic acid
D-glucarate
D-glucosaccharic acid
L-gularic acid
(2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid
DL-Glucaric acid
saccharate
D-(+)-saccharic acid
D-saccharate
D-tetrahydroxyadipic acid
MFCD09752094
CHEBI:16002
Glucaric acid, D-
2S,3S,4S,5R-tetrahydroxy-hexanedioic acid
D-Saccharic acid calcium salt
Calcium D-saccharate tetrahydrate
GKR
UNII-QLZ991V4A2
glucaric-acid
L-gularate
(2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioate
D-glucosaccharate
D-aGlucaric acid
D-glucosaccharicacid
EINECS 201-768-1
D-tetrahydroxyadipate
D-(+)-saccharate
bmse000239
SCHEMBL5496
D-GLUCARIC ACID [MI]
orb2802144
CHEMBL1794737
DTXSID60859455
LMFA01170108
DB03603
MC04536
SY332289
CS-0456843
NS00070008
C00818
D83869
F776779
Q424636
52B6CA34-55ED-41A0-BE2A-45AABDC4DC81
BRD-K60150658-432-01-5
D-Glucaric acid calcium salt tetrahydrate;Glucosaccharic acid calcium salt tetrahydrate