Hexamethylphosphoramide

Hexamethylphosphoramide
Names
	Preferred IUPAC name Hexamethylphosphoric triamide
	Other names Hexamethylphosphoramide; Hexametapol; HMPA; Phosphoric tris(dimethylamide); HMPT;
Identifiers
CAS Number	680-31-9 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1099903
ChEBI	CHEBI:24565 ;
ChEMBL	ChEMBL3187047;
ChemSpider	12158 ;
ECHA InfoCard	100.010.595
EC Number	211-653-8;
Gmelin Reference	3259
KEGG	C19250 ;
PubChem CID	12679;
RTECS number	TD0875000;
UNII	M42TU5843Z ;
UN number	2810 3082
CompTox Dashboard (EPA)	DTXSID6020694 ;
	InChI InChI=1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3 Key: GNOIPBMMFNIUFM-UHFFFAOYSA-N ; InChI=1/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3 Key: GNOIPBMMFNIUFM-UHFFFAOYAP;
	SMILES O=P(N(C)C)(N(C)C)N(C)C;
Properties
Chemical formula	C6H18N3OP
Molar mass	179.20 g/mol
Appearance	colorless liquid
Odor	aromatic, mild, amine-like
Density	1.03 g/cm3
Melting point	7.20 °C (44.96 °F; 280.35 K)
Boiling point	232.5 °C (450.5 °F; 505.6 K) CRC
Solubility in water	miscible
Vapor pressure	0.03 mmHg (4.0 Pa) at 20 °C
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Suspected Carcinogen
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H340, H350
Precautionary statements	P201, P202, P281, P308+P313, P405, P501
Flash point	104.4 °C (219.9 °F; 377.5 K)
	NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	Ca
IDLH (Immediate danger)	Ca [N.D.]
Safety data sheet (SDS)	Oxford MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula [(CH₃)₂N]₃PO. This colorless liquid is used as a solvent in organic synthesis.

Names


Preferred IUPAC name Hexamethylphosphoric triamide
Other names Hexamethylphosphoramide Hexametapol HMPA Phosphoric tris(dimethylamide) HMPT
Identifiers
CAS Number	680-31-9^Y
3D model (JSmol)	Interactive image
Beilstein Reference	1099903
ChEBI	CHEBI:24565^Y
ChEMBL	ChEMBL3187047
ChemSpider	12158^Y
ECHA InfoCard	100.010.595
EC Number	211-653-8
Gmelin Reference	3259
KEGG	C19250^Y
PubChem CID	12679
RTECS number	TD0875000
UNII	M42TU5843Z^Y
UN number	2810 3082
CompTox Dashboard (EPA)	DTXSID6020694
InChI InChI=1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3^Y Key: GNOIPBMMFNIUFM-UHFFFAOYSA-N^Y InChI=1/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3 Key: GNOIPBMMFNIUFM-UHFFFAOYAP
SMILES O=P(N(C)C)(N(C)C)N(C)C
Properties
Chemical formula	C₆H₁₈N₃OP
Molar mass	179.20 g/mol
Appearance	colorless liquid
Odor	aromatic, mild, amine-like
Density	1.03 g/cm³
Melting point	7.20 °C (44.96 °F; 280.35 K)
Boiling point	232.5 °C (450.5 °F; 505.6 K) CRC
Solubility in water	miscible
Vapor pressure	0.03 mmHg (4.0 Pa) at 20 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Suspected Carcinogen
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H340, H350
Precautionary statements	P201, P202, P281, P308+P313, P405, P501
Flash point	104.4 °C (219.9 °F; 377.5 K)
NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	Ca
IDLH (Immediate danger)	Ca [N.D.]
Safety data sheet (SDS)	Oxford MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references