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Alpha-hydroxyglutaric acid

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Identification
Molecular formula
C5H8O5
CAS number
617-68-9
IUPAC name
2-hydroxypentanedioic acid
State
State

Alpha-hydroxyglutaric acid is typically found in a solid state at room temperature. It can appear as a crystalline powder, and it is readily soluble in water.

Melting point (Celsius)
152.00
Melting point (Kelvin)
425.00
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.00
General information
Molecular weight
148.12g/mol
Molar mass
148.1150g/mol
Density
1.6600g/cm3
Appearence

Alpha-hydroxyglutaric acid is typically a white crystalline solid or powder. It may also be found in a colorless to slightly off-white form, depending on its purity and storage conditions. The crystals are often needle-like or plate-like in structure.

Comment on solubility

Solubility of 2-Hydroxypentanedioic Acid

2-Hydroxypentanedioic acid, also known as dimethylmalic acid, possesses interesting solubility characteristics due to its molecular structure.

  • Polar Nature: The presence of hydroxyl (-OH) groups in the compound contributes to its polar nature, which typically implies good solubility in polar solvents.
  • Solubility in Water: 2-Hydroxypentanedioic acid is highly soluble in water, with a solubility rate significantly influenced by temperature. As temperatures rise, the solubility tends to increase, making it more effective in aqueous environments.
  • Solubility in Organic Solvents: While this acid shows excellent solubility in water, its solubility in non-polar organic solvents may be minimal. This behavior is characteristic of many carboxylic acids, where the polar functional groups favor interactions with polar solvents.

In summary, when discussing the solubility of 2-hydroxypentanedioic acid, it's clear that:

  1. It is largely soluble in water, making it useful in various biological and chemical applications.
  2. Its solubility in organic solvents is low, which may limit its use in non-polar environments.

Overall, the solubility profile of 2-hydroxypentanedioic acid reflects its structure, with implications for its use in both laboratory and industrial settings.

Interesting facts

Interesting Facts about 2-Hydroxypentanedioic Acid

2-Hydroxypentanedioic acid, more commonly known as malic acid, is an intriguing compound that plays a vital role in various biochemical processes. Here are some fascinating aspects of this compound:

  • Natural Occurrence: Malic acid is found in many fruits, particularly apples, which is why it is often associated with the tart, green flavor in these fruits.
  • Metabolic Importance: It is a key intermediate in the Krebs cycle (also known as the citric acid cycle), which is essential for energy production in living organisms.
  • Industrial Use: This compound is utilized in the food and beverage industry as a flavor enhancer and acidulant, adding a pleasant tartness to products.
  • Chemical Versatility: Malic acid can be used as a precursor for the synthesis of various esters and other compounds, which adds to its relevance in organic chemistry.
  • Health Benefits: Some studies suggest that malic acid may help improve energy levels, muscle performance, and recovery, making it a popular supplement among athletes.

As a student or enthusiast of chemistry, one might find it rewarding to explore how compounds like 2-hydroxypentanedioic acid connect the world of organic chemistry with real-life applications in health, food production, and metabolic processes. Truly, malic acid exemplifies the beauty and utility of chemical compounds found in nature!

Synonyms
2-hydroxyglutaric acid
2-hydroxypentanedioic acid
2889-31-8
2-hydroxyglutarate
alpha-hydroxyglutarate
alpha-Hydroxyglutaric acid
Pentanedioic acid, 2-hydroxy-
2,3-Dideoxypentaric acid
2-oxidanylpentanedioic acid
Glutaric acid, 2-hydroxy-
RS4M3UYS95
(+/-)-2-Hydroxyglutaric acid
CHEMBL4870693
2-Hydroxyglutaric acid disodium salt
2-hydroxypentanedioicacid
DL-2-Hydroxyglutaric
?-Hydroxyglutaric Acid
UNII-RS4M3UYS95
SCHEMBL7509
CHEBI:17084
DL-2-HYDROXYGLUTARIC ACID
DTXSID40864360
HWXBTNAVRSUOJR-UHFFFAOYSA-N
NAA09547
BDBM50570892
LMFA01050483
AKOS006373038
HY-113038B
Pentanedioic acid, 2-hydroxy- (9CI)
SB45575
DA-59339
2-HYDROXYGLUTARIC ACID, (+/-)-
DB-261219
CS-0145757
NS00122107
Glutaric acid, 2-hydroxy- (6CI,7CI,8CI)
C02630
EN300-297558
Q209412