Structure via PubChem · Public domain (PubChem)
hexamethylphosphoramide triamide
Sign in to saveAlso known as Hexamethyl phosphoramide, Hexamethylphosphoric triamide, Hexamethylphosphorotriamide, HMPA, Tris(dimethylamino)phosphine oxide, hexamethylorthophosphoric triamide, phosphoric acid hexamethyltriamide, HEMPA
Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula This colorless liquid is used as a solvent in organic synthesis.
In the Vinony graph
Within Vinony's link graph, hexamethylphosphoramide triamide is referenced by 75 other articles, and connects out to phosphonate, nitrogen and lithium.
Vinony files it under Chembox having GHS data, Chembox image size set and ECHA InfoCard ID from Wikidata.
Its subject is documented across 19 Wikipedia language editions.
Chemical data
- Formula
- C6H18N3OP
- Molecular weight
- 179.2 g/mol
- IUPAC name
- N-[bis(dimethylamino)phosphoryl]-N-methylmethanamine
- SMILES
- CN(C)P(=O)(N(C)C)N(C)C
- InChIKey
- GNOIPBMMFNIUFM-UHFFFAOYSA-N
- XLogP
- 0.3
- Polar surface area
- 26.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
143 papers- Juvenile Idiopathic Arthritis.Balkan medical journal · 2017
- Hexamethylphosphoramide.IARC monographs on the evaluation of carcinogenic risks to humans · 1999
- Hexamethylphosphoramide.Report on carcinogens : carcinogen profiles · 2002
- Hexamethylphosphoramide.Report on carcinogens : carcinogen profiles · 2004
- Hexamethylphosphoramide.Report on carcinogens : carcinogen profiles · 2011
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Has part
- phosphorus
- Mass
- 179.119
Show 11 more facts
- chemical formula
- C₆H₁₈N₃OP
- subject has role
- carcinogen
- NIOSH Pocket Guide ID
- 0321
- density
- 1.03
- melting point
- 43
- boiling point
- 451
- vapor pressure
- 0.03
- flash point
- 220
- ceiling exposure limit
- 0
- canonical SMILES
- CN(C)P(=O)(N(C)C)N(C)C
- Commons category
- Hexamethylphosphoramide
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Structure and reactivity
- Applications
- Alternative reagents
- Toxicity
- References
- External links
Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula This colorless liquid is used as a solvent in organic synthesis.
==Structure and reactivity== HMPA is the oxide of tris(dimethylamino)phosphine, P(NMe2)3. Like other phosphine oxides (such as triphenylphosphine oxide), the molecule has a tetrahedral core and a P=O bond that is highly polarized, with significant negative charge residing on the oxygen atom.
Excerpted from Wikipedia’s “hexamethylphosphoramide triamide” article, available under the CC BY-SA 4.0 licence.