Azetidine-2,4-dicarboxylic acid

Identification

Molecular formula

C₅H₇NO₄

CAS number

27526-04-1

IUPAC name

azetidine-2,4-dicarboxylic acid

State

At room temperature, azetidine-2,4-dicarboxylic acid is a solid. This compound, due to its carboxylic acid groups, generally has good water solubility and exists in a crystalline form.

Melting point (Celsius)

141.00

Melting point (Kelvin)

414.15

Boiling point (Celsius)

368.10

Boiling point (Kelvin)

641.25

General information

Molecular weight

158.12g/mol

Molar mass

158.1290g/mol

Density

1.6180g/cm³

Appearence

Azetidine-2,4-dicarboxylic acid is typically a colorless crystalline solid, although it may appear slightly yellowish depending on the purity. It is known for its beta-lactam ring structure, which is relatively rare among natural amino acids.

Comment on solubility

Solubility of Azetidine-2,4-dicarboxylic Acid

Azetidine-2,4-dicarboxylic acid (C₅H₇NO₄) exhibits interesting solubility characteristics that are influenced by its unique chemical structure. Here are some key points regarding its solubility:

Water Solubility: Azetidine-2,4-dicarboxylic acid is generally considered to be soluble in water, primarily due to the presence of its two carboxylic acid groups. These groups can engage in hydrogen bonding with water molecules.
Solvent Compatibility: This compound may also have varying solubility in organic solvents, with its solubility levels influenced by the polarity of the solvent used.
Temperature Effects: As with many organic acids, the solubility can increase with rising temperatures, allowing more of the compound to dissolve in a given volume of solvent.
pH Influence: The solubility is also affected by the pH of the solution; as the pH decreases (more acidic), the compound's ionization state can change, leading to variations in its overall solubility.

In practical applications, understanding the solubility of azetidine-2,4-dicarboxylic acid is crucial for its use in biochemical and pharmaceutical contexts. As such, it provides important insights for synthesizing longer-chain derivatives or employing it in various chemical reactions.

In summary, the solubility of azetidine-2,4-dicarboxylic acid showcases how the interplay of molecular structure and environmental conditions can lead to diverse solubility profiles that are vital to its functionality and utility.

Interesting facts

Azetidine-2,4-dicarboxylic acid is a fascinating compound that belongs to the family of azetidines—four-membered saturated heterocycles containing nitrogen. Here are some interesting facts about this compound:

Versatile Building Block: This compound serves as a significant building block in organic synthesis. Its unique structure allows for the creation of a wide variety of derivatives that are useful in different chemical reactions.
Biological Relevance: Azetidine-2,4-dicarboxylic acid derivatives have been studied for their potential biological activities, including roles in medicinal chemistry. Researchers have explored their capabilities as inhibitors in various enzymatic processes.
Unique Properties: The presence of two carboxylic acid groups in the molecule imparts unique chemical properties, including increased acidity and the ability to form specific interactions, such as hydrogen bonding.
Applications in Material Science: In material science, the compound can be incorporated into polymers to enhance their properties. Its reactivity can potentially lead to materials with tailored functionalities for specific applications.
Research Opportunities: As the scientific community continues to explore azetidine-2,4-dicarboxylic acid, there are ample opportunities for research and innovation. From its synthesis to its application in newer technologies, the compound is poised to contribute to various fields.

In essence, azetidine-2,4-dicarboxylic acid is not just another organic compound; it is a gateway to exploring novel chemical territories and unraveling new scientific mysteries.

Synonyms

MFCD00236469

(2R,4R)-azetidine-2,4-dicarboxylic acid-rel-

121050-03-1

(2R,4S)-azetidine-2,4-dicarboxylic acid

SCHEMBL179768

SB22275

SB51456