CAS 680-31-9

Hexamethylphosphoramide

Description:

Hexamethylphosphoramide (HMPA) is an organophosphorus compound characterized by its chemical formula C6H18N3OP. It is a colorless, odorless liquid that is highly polar and exhibits excellent solubility in water and many organic solvents. HMPA is known for its ability to act as a strong polar aprotic solvent, making it valuable in various chemical reactions, particularly in nucleophilic substitutions and polymer chemistry. Its structure features a phosphorus atom bonded to three methyl groups and a phosphoramidate group, contributing to its unique properties. HMPA is also recognized for its ability to stabilize reactive intermediates, such as carbocations and carbanions, due to its strong hydrogen-bonding capabilities. However, it is important to note that HMPA is considered toxic and poses health risks upon exposure, necessitating careful handling and appropriate safety measures in laboratory settings. Its applications extend to organic synthesis, where it serves as a solvent and reagent, as well as in the production of various chemical compounds.

Formula: C₆H₁₈N₃OP

InChI: InChI=1/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3

InChI key: InChIKey=GNOIPBMMFNIUFM-UHFFFAOYSA-N

SMILES: P(N(C)C)(N(C)C)(N(C)C)=O

Synonyms:

• Eastman Inhibitor HPT
• Ent 50,882
• HPT
• Hempa
• Hexametapol
• Hexamethylorthophosphoric triamide
• Hexamethylphosphamide
• Hexamethylphosphoramde (HMPA)
• Hexamethylphosphoramide
• Hexamethylphosphoric Triamide
• Hexamethylphosphoric acid triamide
• Hexamethylphosphorotriamide
• Hexamethylphosphorsaeuretriamid
• Hexamethylphosporic triamide
• Hexamethyltriamidophosphate
• Hexametiltriamida Fosforica
• Hmpa
• Hmpt
• Hmpta
• Light Stabilizer HPT
• N,N',N''-Hexamethylphosphoramide
• N,N,N′,N′,N′′,N′′-Hexamethylphosphoric triamide
• Nsc 113131
• Nsc 7967
• Phosphoric acid hexamethyltriamide
• Phosphoric hexamethyltriamide
• Phosphoric triamide, N,N,N',N',N'',N''-hexamethyl-
• Phosphoric tris(dimethylamide)
• Phosphoryl hexamethyltriamide
• Triamide hexamethylphosphorique
• Tris(dimethylamino)phosphine oxide
• [Bis(dimethylamino)phosphoryl]dimethylamine
• Hexamethyl Phosphoramide
• Phosphoric triamide, hexamethyl-
• hexamethyl
• AURORA KA-1674
• ent50,882
• PHOSPHORIC ACID TRIS(DIMETHYLAMIDE)
• eastmaninhibitorhpt
• ent50882

Hexamethylphosphoramide

CAS: 680-31-9

Purity: 98.0%

Color and Shape: Liquid

Molecular weight: 179.20399475097656

Ref: 10-F075260

Hexamethylphosphoric Triamide

CAS: 680-31-9

Formula: C₆H₁₈N₃OP

Purity: >98.0%(GC)(T)

Color and Shape: Colorless to Light yellow to Light orange clear liquid

Molecular weight: 179.20

Ref: 3B-H0095

Hexamethylphosphoramide

CAS: 680-31-9

Formula: C₆H₁₈N₃OP

Purity: 98%

Color and Shape: Liquid

Molecular weight: 179.2004

Ref: IN-DA0034ZW

Hexamethylphosphamide

Controlled Product

CAS: 680-31-9

Formula: C₆H₁₈N₃OP

Color and Shape: Neat

Molecular weight: 179.20

Ref: 04-C14194700

Hexamethylphosphoramide

CAS: 680-31-9

Hexamethylphosphoramide

Formula: C₆H₁₈N₃OP

Purity: 99%

Color and Shape: colourless liquid

Molecular weight: 179.20g/mol

Ref: 54-OR13709

Hexamethyltriamidophosphate

Controlled Product

CAS: 680-31-9

Stability Very Hygroscopic
Applications Hexamethyltriamidophosphate is a known carcinogen, metabolized by CYP450 2A. Also a mutagenic agent, causing genotoxicity with increased exposure.
References Thornton-M. et al.: Toxicol. App. Pharm., 142, 22 (1997); Doherty, A. et al.: Mutagenesis., 27, 533 (2012);

Formula: C₆H₁₈N₃OP

Color and Shape: Neat

Molecular weight: 179.20

Ref: TR-H294325

Hexamethylphosphoramide

Controlled Product

CAS: 680-31-9

Hexamethylphosphoramide (HMP) is a glycol ether that is used as a solvent in the manufacture of plastics and rubber, and as a fire extinguishing agent. It has been shown to have an effect on the gland cells of rats, causing an increase in the number of cells and an increase in the size of their nuclei. HMP also has a thermal expansion coefficient that is higher than that of water. The protonation potential for HMP is greater than that for water, which may be due to the intramolecular hydrogen bond between the two methyl groups. Chronic oral exposure to hexamethylphosphoramide can cause squamous cell carcinoma in rats. Titration calorimetry shows that hexamethylphosphoramide reacts with trifluoroacetic acid according to a reaction mechanism involving transfer reactions. Hexamethylphosphoramide has been shown to have effects on autoimmune diseases such as Crohn's disease and multiple sclerosis

Formula: C₆H₁₈N₃OP

Purity: Min. 98%

Color and Shape: Clear Colourless To Pale Yellow Liquid

Molecular weight: 179.2 g/mol

Ref: 3D-FH04180