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2-Methylsuccinic acid

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Identification
Molecular formula
C5H8O4
CAS number
498-21-5
IUPAC name
2-methylbutanedioic acid
State
State

At room temperature, 2-Methylsuccinic acid exists as a solid. It is commonly found in a crystalline or powdered form.

Melting point (Celsius)
112.00
Melting point (Kelvin)
385.15
Boiling point (Celsius)
264.00
Boiling point (Kelvin)
537.15
General information
Molecular weight
132.12g/mol
Molar mass
132.1170g/mol
Density
1.2740g/cm3
Appearence

2-Methylsuccinic acid is a white crystalline solid that appears as a powder or fragments. It is not hygroscopic and is stable under normal conditions. This compound has no significant odor and is slightly soluble in water.

Comment on solubility

Solubility of 2-methylbutanedioic acid

2-methylbutanedioic acid, also known as dimethylsuccinic acid, exhibits interesting solubility characteristics:

  • Solvent Interaction: This compound is generally soluble in polar solvents such as water, owing to its carboxylic acid groups that can form hydrogen bonds.
  • Temperature Dependency: Its solubility tends to increase with temperature, which is a common trait in many organic acids.
  • Alkane Compatibility: However, 2-methylbutanedioic acid has limited solubility in non-polar solvents, reflecting its polar nature.
  • pH Influence: The solubility can also be affected by pH levels; at lower pH, the carboxyl groups may remain protonated, negatively impacting solubility.
  • Crystallization Behavior: In solid form, it tends to crystallize readily, which can also influence its solubility in certain conditions.

Overall, 2-methylbutanedioic acid is a hydrophilic compound that highlights the significance of intermolecular forces in determining the solubility of organic acids.

Interesting facts

Interesting Facts about 2-Methylbutanedioic Acid

2-Methylbutanedioic acid, commonly known as **dimethylmalonic acid**, is an intriguing organic compound with various applications in both the laboratory and industry. Here are some remarkable aspects of this compound:

  • Structure and Isomerism: The compound features a unique structure characterized by a four-carbon backbone and two carboxylic acid groups. As a dicarboxylic acid, it exhibits interesting geometric isomerism, which can lead to different chemical behaviors.
  • Biological Relevance: 2-Methylbutanedioic acid has been studied for its role in metabolic pathways. It is related to the metabolism of fatty acids and serves as a precursor for several biosynthetic processes in living organisms.
  • Industrial Applications: This compound is utilized in the synthesis of various chemicals, including pharmaceuticals, agrochemicals, and even polymers. Its derivatives are valuable in producing materials with enhanced properties.
  • Environmental Impact: Like many organic acids, 2-methylbutanedioic acid can play a role in the biodegradation of pollutants. Research has shown that its by-products may help in the breakdown of certain environmental contaminants.
  • Research Significance: Due to its structural features, this compound is often a subject of research in fields such as medicinal chemistry and organic synthesis. Its reactions with other compounds lead to the development of new materials and therapeutic agents.

In conclusion, 2-methylbutanedioic acid serves as more than just a simple dicarboxylic acid; it plays a critical role in various scientific fields. As researchers continue to explore its properties and applications, it holds the promise of offering new insights and advancements in both chemistry and biochemistry.

Synonyms
2-Methylsuccinic acid
METHYLSUCCINIC ACID
498-21-5
Pyrotartaric acid
2-Methylbutanedioic acid
Butanedioic acid, methyl-
Succinic acid, methyl-
1,2-Propanedicarboxylic acid
Methyl succinic acid
2-methyl-butanedioic acid
Methylbutanedioic acid
Butanedioic acid, 2-methyl-
CCRIS 6068
NSC 5276
EINECS 207-857-1
H1547KG7UZ
NSC-5276
DL-METHYLSUCCINIC ACID
2-methylbutane-1,4-dioic acid
DL-METHYLBUTANEDIOIC ACID
DTXSID9025663
CHEBI:91315
R,S-2-METHYLBUTANEDIOIC ACID
DL-.ALPHA.-METHYLSUCCINIC ACID
J6.105K
2methylsuccinic acid
Succinic acid, methyl
2Methylbutanedioic acid
(+)Methylsuccinic acid
Butanedioic acid, methyl
(RS)-methylsuccinic acid
Butanedioic acid, 2methyl
R,S2Methylbutanedioic acid
1,2Propanedicarboxylic acid
rac-2-methylbutanedioic acid
Succinic acid, methyl (8CI)
Succinic acid, methyl-(8CI)
(RS)-2-methylbutanedioic acid
DTXCID705663
CHEBI:89843
(+-)-METHYLSUCCINIC ACID
DL-ALPHA-METHYLSUCCINIC ACID
(.+-.)-METHYLSUCCINIC ACID
PROPANE-1,2-DICARBOXYLIC ACID
(+-)-ALPHA-METHYLSUCCINIC ACID
(.+-.)-ALPHA-METHYLSUCCINIC ACID
207-857-1
(+-)-.alpha.-methylsuccinic acid
(+-)-2-methylsuccinic acid
butanedioic acid, methyl-, (+-)-
inchi=1/c5h8o4/c1-3(5(8)9)2-4(6)7/h3h,2h2,1h3,(h,6,7)(h,8,9
MFCD00002659
(+/-)-METHYLSUCCINIC ACID
(+/-)-2-METHYLSUCCINIC ACID
(+/-)-.ALPHA.-METHYLSUCCINIC ACID
BUTANEDIOIC ACID, METHYL-, (+/-)-
2-Methylsuccinicacid
UNII-H1547KG7UZ
2-methyl-succinic acid
Methylsuccinic acid, 99%
SCHEMBL105210
D,L-2-Methylsuccinic acid, 5
BDBM85472
NSC5276
LMFA01170119
s6356
STK301547
AKOS003790959
AB89120
CS-W011097
HY-W010381
SB44814
(+/-)-ALPHA-METHYLSUCCINIC ACID
AS-17768
SY036933
SY104041
DB-007698
DB-066620
DB-069368
M0430
NS00015150
H11814
A827865
Q27163205