Skip to main content

L-DOPA

ADVERTISEMENT
Identification
Molecular formula
C9H11NO4
CAS number
59-92-7
IUPAC name
2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid
State
State

At room temperature, L-DOPA is a solid in the form of a crystalline powder. It is stable under normal conditions but should be stored in a tightly closed container to avoid moisture and light, which can lead to degradation.

Melting point (Celsius)
282.00
Melting point (Kelvin)
555.15
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.15
General information
Molecular weight
197.19g/mol
Molar mass
197.1880g/mol
Density
1.6540g/cm3
Appearence

L-DOPA is a white to light yellow crystalline powder. It is soluble in water and slightly soluble in alcohol. It may appear darker due to exposure to air and moisture, leading to some degradation.

Comment on solubility

Solubility of 2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid

The solubility of 2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid (C9H11NO4) can be quite intricate due to its unique structural features. The presence of various functional groups contributes to its solubility behavior, which can be summarized as follows:

  • Amine Group: The amine (-NH2) present in the structure often enhances solubility in polar solvents, particularly water, due to hydrogen bonding.
  • Carboxylic Acid Group: The carboxylic acid (-COOH) moiety also promotes solubility in water through ionic interactions and proton-donor capabilities.
  • Diketone Structure: The 3,4-dioxo functional groups may influence solubility by enhancing π-π interactions with organic solvents.

In general, we can expect that:

  • High Solubility in Polar Solvents: Compounds containing both amine and carboxylic acid groups tend to be more soluble in water and other polar solvents.
  • Limited Solubility in Non-Polar Solvents: The same compound may show poor solubility in non-polar solvents owing to the hydrophilic nature of its functional groups.

In conclusion, the solubility of 2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid is expected to be significantly influenced by its polar functional groups, making it more soluble in aqueous environments compared to non-polar solvents. This solubility behavior is critical for its practical applications in various fields, including pharmaceuticals.

Interesting facts

Interesting Facts about 2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic Acid

2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid, often abbreviated as a complex amino acid derivative, is notable for several reasons:

  • Unique Structural Features: This compound contains a dioxocyclohexadiene moiety, which contributes to its intriguing reactivity and potential biological roles.
  • Biosynthetic Relevance: The presence of amino groups and carboxylic acid functionalities place it in the class of amino acids, which are pivotal in protein synthesis and metabolic pathways.
  • Potential Applications: Its unique structure suggests it may hold promise in medicinal chemistry, potentially acting as a precursor or building block in the synthesis of novel pharmaceuticals.
  • Reactivity Insights: The dioxocyclohexa structure offers valuable insights into reaction mechanisms, particularly in organic synthesis, making it a subject of interest in synthetic organic chemistry.
  • Ecological Impact: Compounds of this type may play a role in plant metabolism and secondary metabolite production, which are essential for ecological interactions.

In summary, the sophisticated structure and potential applications of 2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid make it an exciting compound within the realm of chemical research. As one experimenter put it, “Every molecule tells a story, and this one is rich with potential discoveries.” Its exploration may lead to fascinating advancements in drug development and organic synthesis.

Synonyms
L-dopaquinone
4430-97-1
2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid
5P7FHT9NL7
4-(2-Carboxy-2-aminoethyl)-1,2-benzoquinone
1,5-Cyclohexadiene-1-propanoic acid, alpha-amino-3,4-dioxo-
2-AMINO-3-(3,4-DIOXO-1-CYCLOHEXA-1,5-DIENYL)-PROPANOIC ACID
o-Dopaquinone
DOPAQUINONE, (+/-)-
1,5-CYCLOHEXADIENE-1-ALANINE, 3,4-DIOXO-
.ALPHA.-AMINO-3,4-DIOXO-1,5-CYCLOHEXADIENE-1-PROPANOIC ACID
1,5-CYCLOHEXADIENE-1-PROPANOIC ACID, .ALPHA.-AMINO-3,4-DIOXO-
Dopa O-Quinone
UNII-5P7FHT9NL7
SCHEMBL1640222
CHEMBL1743218
alpha-Amino-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acid
DTXSID80863397
CS-0491545
3-(3,4-Dioxocyclohexa-1,5-dien-1-yl)alanine
2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl) propanoic acid