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Hexamethylphosphoramide (HMPA)

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Identification
Molecular formula
C6H18N3OP
CAS number
680-31-9
IUPAC name
1-bis(2,2-dimethylaziridin-1-yl)phosphoryl-2,2-dimethyl-aziridine
State
State

At room temperature, hexamethylphosphoramide is a liquid. It is known for its low volatility and ability to remain liquid over a wide range of temperatures.

Melting point (Celsius)
7.20
Melting point (Kelvin)
280.35
Boiling point (Celsius)
233.00
Boiling point (Kelvin)
506.15
General information
Molecular weight
179.22g/mol
Molar mass
179.2220g/mol
Density
1.0270g/cm3
Appearence

Hexamethylphosphoramide, commonly abbreviated as HMPA, is a colorless or light yellow liquid that is hygroscopic. In its pure form, it is usually a colorless liquid. However, upon exposure to air, it may absorb moisture and slightly degrade, potentially imparting a yellow hue.

Comment on solubility

Solubility of 1-bis(2,2-dimethylaziridin-1-yl)phosphoryl-2,2-dimethyl-aziridine

The solubility of 1-bis(2,2-dimethylaziridin-1-yl)phosphoryl-2,2-dimethyl-aziridine is intriguing due to its unique molecular structure. Generally, the solubility of such compounds can be influenced by several factors:

  • Molecular Polarity: This compound's aziridine rings can impart some polar characteristics, therefore influencing solubility in polar solvents.
  • Hydrogen Bonding: The presence of nitrogen atoms in the aziridine structure may allow for hydrogen bonding, enhancing solubility in certain solvents.
  • Hydrophobic Interactions: The bulky 2,2-dimethyl groups can introduce hydrophobic characteristics potentially diminishing solubility in polar solvents.

Due to these factors, the solubility can vary significantly depending on the solvent used. Some potential observations include:

  • High solubility in **polar aprotic solvents** like dimethyl sulfoxide (DMSO) or acetonitrile.
  • Limited solubility in **non-polar solvents** due to steric hindrance from the bulky dimethyl groups.

In conclusion, while specific solubility values may vary, it is essential to consider the compound's unique structural features when predicting its behavior in various solvents. Thus, experimentation with different solvent systems is advisable to determine its practical solubility under specific conditions.

Interesting facts

Interesting Facts about 1-bis(2,2-dimethylaziridin-1-yl)phosphoryl-2,2-dimethyl-aziridine

This fascinating compound, 1-bis(2,2-dimethylaziridin-1-yl)phosphoryl-2,2-dimethyl-aziridine, presents a unique structure and properties that appeal to both chemists and researchers alike. Here are some captivating insights:

  • Dual Functional Groups: The compound features both aziridine and phosphoryl functionalities, making it a valuable scaffold for the development of biologically active molecules.
  • Versatile Reactivity: Aziridines are known for their ring strain, which leads to high reactivity. This property can be exploited in synthetic pathways to produce various derivatives.
  • Potential Applications: Research suggests that compounds like this may have applications in pharmaceuticals or agricultural chemistry, functioning as intermediates in the synthesis of advanced materials or drugs.
  • Novel Synthesis: The synthesis of this compound can open new avenues in synthetic organic chemistry, showcasing innovative approaches to incorporating phosphorus into organic frameworks.
  • Phosphorylation Chemistry: The presence of phosphoryl groups highlights the importance of phosphorus in biological systems and materials science, emphasizing its role in a range of biochemical processes.

In the ever-evolving world of chemistry, compounds like 1-bis(2,2-dimethylaziridin-1-yl)phosphoryl-2,2-dimethyl-aziridine pave the way for further research and innovation, underscoring the importance of exploring unique molecular architectures.

Synonyms
TRIS(2,2-DIMETHYL-1-AZIRIDINYL)PHOSPHINE OXIDE
Phosphine oxide, tris(2,2-dimethyl-1-aziridinyl)-
Tris(2,2-dimethylaziridinyl)phosphine oxide
15312-14-8
TEPA-132
SK6231
1-bis(2,2-dimethylaziridin-1-yl)phosphoryl-2,2-dimethylaziridine
V5C7KX7SYX
NSC-118436
Aziridine, 1,1',1''-phosphinylidynetris(2,2-dimethyl-
NSC 118436
AI3-50423
UNII-V5C7KX7SYX
TEPA 132
Aziridine, 1,1',l''-phosphinylidynetris(2,2-dimethyl-
SCHEMBL21906282
FDA 1680
NSC118436
AKOS024406435
Phosphine oxide,2-dimethyl-1-aziridinyl)-
Aziridine,1',1''-phosphinylidynetris[2,2-dimethyl-
WLN: T3NTJ B1 B1 APO&- AT3NTJ B1 B1&- AT3NTJ B1 B1
1-(BIS(2,2-DIMETHYL-1-AZIRIDINYL)PHOSPHORYL)-2,2-DIMETHYLAZIRIDINE