Hexamethylphosphoramide

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

Hexamethylphosphoramide
Names
Preferred IUPAC name
Hexamethylphosphoric triamide
Other names
  • Hexamethylphosphoramide
  • Hexametapol
  • HMPA
  • Phosphoric tris(dimethylamide)
  • HMPT
Identifiers
3D model (JSmol)
1099903
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.595
EC Number
  • 211-653-8
3259
KEGG
RTECS number
  • TD0875000
UNII
UN number 2810 3082
  • 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
  • O=P(N(C)C)(N(C)C)N(C)C
Properties
C6H18N3OP
Molar mass 179.20 g/mol
Appearance clear, 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
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:
Danger
H340, H350
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
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