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Hexamethylphosphoramide

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Identification
Molecular formula
C6H18N3OP
CAS number
680-31-9
IUPAC name
N-[bis(dimethylamino)phosphoryloxy-(dimethylamino)phosphoryl]-N-methyl-methanamine
State
State
Hexamethylphosphoramide is typically a liquid at room temperature.
Melting point (Celsius)
7.20
Melting point (Kelvin)
280.35
Boiling point (Celsius)
233.00
Boiling point (Kelvin)
506.15
General information
Molecular weight
179.21g/mol
Molar mass
179.2100g/mol
Density
1.0300g/cm3
Appearence

Hexamethylphosphoramide (HMPA) is a colorless liquid. It has a distinctive smell, often described as being slightly amine-like. It is highly hygroscopic, meaning it readily absorbs moisture from the air, which can affect its appearance if not properly stored.

Comment on solubility

Solubility Characteristics of N-[bis(dimethylamino)phosphoryloxy-(dimethylamino)phosphoryl]-N-methyl-methanamine

The solubility of N-[bis(dimethylamino)phosphoryloxy-(dimethylamino)phosphoryl]-N-methyl-methanamine is quite intriguing, primarily due to its molecular structure and chemical composition. Here are some key points to consider:

  • Polar Nature: This compound contains multiple dimethylamino groups, which typically enhance water solubility due to their polar characteristics.
  • Hydrophilic Aspects: The presence of phosphoryloxy groups suggests that the compound may exhibit hydrophilic behavior, potentially increasing its solubility in polar solvents.
  • Solvent Interaction: In general, compounds with similar polar functional groups tend to dissolve better in polar solvents (e.g., water), while nonpolar solvents may not solvate it adequately.
  • Concentration Dependency: Solubility may vary significantly with concentration, indicating that supersaturation could lead to different solubility behaviors.

While specific solubility data may not be widely available, understanding the influence of structure on solubility can provide valuable context. In essence, the intricate balance of hydrophobic and hydrophilic interactions will be vital in determining the solubility of this complex compound. As a practical observation, it is always advisable to conduct empirical tests in various solvents to ascertain its solubility profile thoroughly.

Interesting facts

Interesting Facts about N-[bis(dimethylamino)phosphoryloxy-(dimethylamino)phosphoryl]-N-methyl-methanamine

This intriguing compound is a member of the phosphoramidate class, which contains both phosphorus and nitrogen elements that offer unique properties and applications in various fields. Here are some notable aspects:

  • Complex Structure: The presence of multiple phosphoro groups in its structure suggests the potential for interesting reactivity patterns. The compound's complex multi-dimethylamino functionalities lend it a variety of characteristics that can be leveraged in chemical synthesis.
  • Biological Significance: Compounds like this one have been investigated for their roles in drug design and delivery systems. They can influence biological pathways due to their phosphoramidate nature, which may affect biological activities.
  • Fine-Tuning Reactivity: With the incorporation of dimethylamino groups, chemists can fine-tune the reactivity of the compound, allowing it to interact selectively with other molecules in biological or industrial processes.
  • Research Potential: Due to its phosphorous-centered structure, this compound could serve as a unique subject in research focusing on phosphorus chemistry, materials science, and organic synthesis.

As the study of phosphoramidates continues to evolve, the exploration of N-[bis(dimethylamino)phosphoryloxy-(dimethylamino)phosphoryl]-N-methyl-methanamine may reveal even more applications, particularly in the realms of medicinal chemistry and agricultural science. The versatility of its functionalities underscores its importance within chemical research.

Synonyms
SCHRADAN
Octamethyl
Sytam
152-16-9
Octamethylpyrophosphoramide
Ompacide
Schradane
Systophos
Ompatox
Pestox
Systam
Ompax
Pestox III
Octamidophos
Pestox 3
Lethalaire G-59
OMPA
Diphosphoramide, octamethyl-
Octamethyldiphosphoramide
Schradan [ISO]
Oktamethyl
Oktamidofos
Ottometil-pirofosforammide
Pestox 66
Octamethyl pyrophosphortetramide
Pyrophosphoramide, octamethyl-
Oktamethyl [Czech]
Rcra waste number P085
Schradane [French]
Oktamidofos [Czech]
Octamethyl pyrophosphoramide
Octamethyl-difosforzuur-tetramide
Octamethyl tetramido pyrophosphate
Pyrophosphoryltetrakisdimethylamide
Caswell No. 610
Octamethylpyrophosphoric acid amide
Octamethyl-diphosphorsaeure-tetramid
Bis(dimethylamino)phosphoric anhydride
Octamethylpyrophosphoric acid tetramide
Bis(dimethylamino)phosphonous anhydride
Tetrakisdimethylaminophosphonous anhydride
NSC 8929
ENT 17,291
Bis(bisdimethylaminophosphonous)anhydride
HSDB 1744
Ottometil-pirofosforammide [Italian]
EINECS 205-801-0
Pestox-3
UNII-D77OYM46S1
EPA Pesticide Chemical Code 058601
BRN 1801375
D77OYM46S1
Diphosphoramide, N,N,N',N',N'',N'',N''',N'''-octamethyl-
Pyrophosphoric acid, octamethyltetraamide
Octamethyl-difosforzuur-tetramide [Dutch]
AI3-17291
Bis-N,N,N',N'-tetramethylphosphorodiamidic anhydride
Octamethyl-diphosphorsaeure-tetramid [German]
SCHRADAN [HSDB]
NSC-8929
SCHRADAN [MI]
DTXSID0042373
NSC8929
4-04-00-00288 (Beilstein Handbook Reference)
OCTAMETHYLPYROPHOSPHORIC TETRAAMIDE
SCHRADANE (FRENCH)
RCRA waste no. P085
Pyrophosphoric acid octamethyltetraamide
Bis(bisdimethylaminophosphonous) anhydride
Lethalaire G59
SCHARADAN
Ottometilpirofosforammide
Diphosphoramide, octamethyl
Pyrophosphoramide, octamethyl
Octamethyldifosforzuurtetramide
SCHEMBL120233
DTXCID8022373
Octamethyldiphosphorsaeuretetramid
CHEBI:82148
OCTAMETHYL-PYROPHOSPHORAMIDE
Schradan 1000 microg/mL in Acetone
diphosphoric acid tetrakis-dimethylamide
N-[bis(dimethylamino)phosphoryloxy-(dimethylamino)phosphoryl]-N-methylmethanamine
Schradan 100 microg/mL in Acetonitrile
DB-043130
NS00010266
C19015
Bis-N,N',N'-tetramethylphosphorodiamidic anhydride
BisN,N,N',N'tetramethylphosphorodiamidic anhydride
Bis-N,N,N', N'-tetramethylphosphorodiamidic anhydride
Q27155770
BIS-N,N,N',N'-TETRAMETHYL-PHOSPHORODIAMIDIC ANHYDRIDE
WLN: 1N1 & PO & N1 & 1 & OPO & N1 & 1 & N1 & 1
N-[bis(dimethylamino)phosphoryloxy-(dimethylamino)phosphoryl]-N-methyl-methanamine
205-801-0