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Oxaloacetic acid

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Identification
Molecular formula
C4H4O5
CAS number
328-42-7
IUPAC name
2-oxobutanedioic acid
State
State

At room temperature, oxaloacetic acid is generally found in a solid state, appearing as a white crystalline powder. It is highly soluble in water, which facilitates its use in biochemical applications.

Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.15
General information
Molecular weight
132.07g/mol
Molar mass
132.0660g/mol
Density
1.9000g/cm3
Appearence

Oxaloacetic acid is a white crystalline solid, often available in the form of its alpha-keto acid. It is typically supplied as its limpid appearance in water or prepared solutions due to its high solubility.

Comment on solubility

Solubility of 2-oxobutanedioic acid (C4H4O5)

2-oxobutanedioic acid, also known as succinic acid, exhibits interesting solubility properties. Being a dicarboxylic acid, it has two carboxyl groups which significantly influence its interactions with solvents. Here are some key points regarding its solubility:

  • Polar Solvents: 2-oxobutanedioic acid is highly soluble in polar solvents such as water due to its ability to form hydrogen bonds.
  • Solvent Effects: It dissolves better at elevated temperatures, which is common for organic acids.
  • Organic Solvents: In less polar organic solvents, solubility decreases as compared to water.
  • Hydrogen Bonding: The presence of carboxylic groups enhances its solubility in aqueous solutions, facilitating the formation of strong hydrogen bonds.

In summary, the solubility of 2-oxobutanedioic acid is a reflection of its chemical structure, leading to excellent solubility in polar environments, especially when heat is applied. As with many organic acids, the balance between polarity and intermolecular interactions plays a crucial role in its solubility characteristics.

Interesting facts

Interesting Facts About 2-Oxobutanedioic Acid

2-Oxobutanedioic acid, also known as succinic acid, is an intriguing compound that plays various roles in both nature and industry. Here are some fascinating insights into this compound:

  • Biological Importance: 2-Oxobutanedioic acid is a key intermediate in the citric acid cycle, which is crucial for cellular respiration in aerobic organisms. This cycle is vital for energy production in cells.
  • Natural Sources: Found in many plants, this compound can be extracted from various natural sources, such as sugar beets and fermented products. Its presence in biological systems highlights its ecological significance.
  • Industrial Uses: Beyond its biological functions, 2-oxobutanedioic acid is utilized in the manufacturing of biodegradable plastics, food additives, and pharmaceuticals. It serves as a precursor for various chemical reactions.
  • Culinary Applications: In the food industry, it functions as an acidity regulator, enhancing flavors and preserving food. This makes it popular in the formulation of certain food products.
  • Research Potential: Due to its diverse properties, researchers are exploring its capabilities in drug development and as a potential agent for the treatment of several diseases.

In summary, 2-oxobutanedioic acid is more than just a chemical entity; it connects biological processes with industrial applications, making it a compound of great interest in various fields of study. Its multifaceted roles demonstrate the intricate connections between chemistry, biology, and industry.

Synonyms
oxalacetic acid
oxaloacetic acid
328-42-7
2-Oxobutanedioic acid
2-Oxosuccinic acid
oxaloacetate
Ketosuccinic acid
Oxosuccinic acid
Butanedioic acid, oxo-
Oxobutanedioic acid
2-Ketosuccinic acid
Oxalacetic acetic
Bioepg
2-oxo-butanedioic acid
Butanedioic acid, 2-oxo-
MFCD00002592
NSC 77688
Oxaloethanoic acid
EINECS 206-329-8
OAA
DTXSID8021646
keto-oxaloacetate
CHEBI:30744
alpha-Ketosuccinic acid
2F399MM81J
NSC-77688
Anhydrous enol-oxaloacetate
OXALACETIC ACID [MI]
3-carboxy-3-oxopropanoic acid
DTXCID901646
OXALACETIC ACID [WHO-DD]
2-oxobutanedioate
OXALACETIC ACID TRANS-(Z)-ENOL FORM [MI]
OxalaceticAcid
Acid, Oxalacetic
Acid, Oxaloacetic
2 Ketosuccinic Acid
2 oxo Butanedioic Acid
Ketosuccinate
Oxaloethanoate
a-Ketosuccinate
UNII-2F399MM81J
2-Ketosuccinate
2-Oxosuccinate
4cts
2ketosuccinic acid
keto-succinic acid
alpha-Ketosuccinate
a-Ketosuccinic acid
2Oxobutanedioic acid
Butanedioic acid, oxo
Butanedioic acid, 2oxo
Oxalacetic acid (8CI)
SCHEMBL8464
GTPL5236
OXOSUCCINIC ACID [INCI]
Butanedioic acid, oxo- (9CI)
CHEMBL1794791
BDBM23230
BCP16299
NSC77688
Oxaloacetic acid, >=97% (HPLC)
Tox21_201215
LMFA01170120
s6112
STL168038
AKOS000121850
CS-W011098
FO12113
HY-W010382
NCGC00248960-01
NCGC00258767-01
AS-17361
CAS-328-42-7
SY010263
DB-048279
DB-228237
OXALACETIC ACID TRANS-(Z)-ENOL FORM
NS00015158
O0072
EN300-28603
C00036
H12016
Q408658
BRD-K61279411-001-02-0
Z271128590
F15D7D2F-5E37-4B87-A8D2-824D5097A4DE
Oxaloacetic acid, Hybri-Max(TM), powder, suitable for hybridoma
206-329-8
7619-04-7
Oxaloacetic acid, powder, BioReagent, suitable for cell culture, suitable for insect cell culture, >=97% (HPLC)