Diethyl 2,2-bis(2-aminoethylthio)malonate

Identification

Molecular formula

C₁₃H₂₆N₂O₄S₂

CAS number

20336-57-2

IUPAC name

diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate

State

At room temperature, diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate is typically in a liquid state.

Melting point (Celsius)

-37.00

Melting point (Kelvin)

236.00

Boiling point (Celsius)

474.20

Boiling point (Kelvin)

747.20

General information

Molecular weight

296.49g/mol

Molar mass

296.4740g/mol

Density

1.1678g/cm³

Appearence

This compound appears as a pale yellow to orange oily liquid. It can have a distinct odor, characteristic of amines and sulfur-containing compounds. The appearance may vary slightly depending on impurities and specific preparation methods.

Comment on solubility

Solubility of diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate

The solubility of diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate can be influenced by several factors:

Polarity: This compound contains both hydrophilic (amino and thiol groups) and hydrophobic regions (alkyl chains), which can affect its solubility in water.
Solvent Interaction: It is likely to dissolve well in polar solvents due to the presence of amino groups that can engage in hydrogen bonding.
Temperature: Like many organic compounds, its solubility may increase with temperature.
pH Levels: The solubility may also depend on the pH; under acidic or basic conditions, protonation or deprotonation of amino groups may enhance its solubility.

In general, compounds of this nature tend to have limited solubility in non-polar solvents, while showing greater solubility in polar solvents such as water and alcohols. The molecular structure suggests a potential for good interaction with water, although the extent of solubility may require empirical testing for precise values.

Interesting facts

Interesting Facts about Diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate

Diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate is a fascinating compound that showcases the intricate interplay between nitrogen, sulfur, and carbon chemistry. Here are some key insights into this intriguing molecule:

Unique Structure: This compound features a bis(2-aminoethylsulfanyl) functional group, which introduces both amine and thiol functionalities. The presence of sulfur-containing groups often enhances the compound’s reactivity and interaction with biological systems.
Versatile Applications: Due to its reactive properties, diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate can serve as an intermediate in the synthesis of more complex molecules, particularly in the fields of medicinal and pharmaceutical chemistry.
Biological Relevance: The aminoethyl component suggests potential utility in the synthesis of peptides and other biomolecules. Compounds with amino and thiol groups play important roles in biological processes, including enzyme catalysis and receptor binding.
Reactant for Ligands: This compound could potentially act as a ligand in coordination chemistry, where the amino and sulfur groups can coordinate with metal ions, leading to the formation of new organometallic complexes with unique properties.
Insight into Organic Synthesis: As a scientist or student, understanding compounds like this one is crucial for mastering organic synthesis techniques. Its reactivity patterns can guide the synthesis of complex frameworks in organic chemistry.

In conclusion, diethyl 2,2-bis(2-aminoethylsulfanyl)propanedioate represents a noteworthy entity in chemical research, offering both challenges and opportunities for exploration. As chemistry continues to evolve, compounds such as this one remain essential in the quest for innovative materials and pharmaceutical advancements.