Hexamethylphosphoramide
ALDRICH/779903 - absolute, over molecular sieve (H2O ≤0.03%), ≥98.0% (GC)
Synonym: HMPA; Hexamethylphosphoric acid triamide; Tris(dimethylamino)
CAS Number: 680-31-9
Empirical Formula (Hill Notation): C6H18N3OP
Molecular Weight: 179.20
EC Number: 211-653-8
MDL Number: MFCD00008303
Linear Formula: [(CH3)2N]3PO
Product Type: Chemical
| assay | ≥98.0% (GC) |
| bp | 230-232 °C/740 mmHg (lit.) |
| density | 1.03 g/mL at 25 °C (lit.) |
| form | liquid |
| impurities | ≤0.03% H2O (coulometric) |
| InChI | 1S/C6H18N3OP/c1-7(2)11(10 |
| InChI key | GNOIPBMMFNIUFM-UHFFFAOYSA |
| mp | 7 °C (lit.) |
| quality | absolute, over molecular sieve (H2O ≤0.03%) |
| Quality Level | 100  |
| refractive index | n |
| SMILES string | CN(C)P(=O)(N(C)C)N(C)C |
| vapor density | 6.18 (vs air) |
| vapor pressure | 0.07 mmHg ( 25 °C) |
| Application: | Hexamethylphosphoramide can be used: • As an additive to facilitate the enantioselective addition of alkyne to aldehydes to generate propargylic alcohols at room temperature. • As a catalyst for the reversible-deactivation radical polymerization of methyl methacrylate with an alkyl iodide initiator to generate poly(methyl methacrylate)(PMMA). • To facilitate the conversion of tetra-alkyl methanediphosphonates into (Z)-2-aryl-1-(2-cyanoethyl) |
| Application: | Hexamethylphosphoramide is a dipolar co-solvent and an effective additive used in reactions like reduction of halides, deoxygenation of sulfones, halide olefin couplings and cleavage of carbon-sulfur bond. |
| Symbol |  GHS08 |
| Signal word | Danger |
| Hazard statements | H340 - H350 |
| Precautionary statements | P201 - P308 + P313 |
| Hazard Codes | T |
| Risk Statements | 45-46 |
| Safety Statements | 53-45 |
| RIDADR | UN 3082 9 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 291.2 °F - closed cup |
| Flash Point(C) | 144 °C - closed cup |
| Purity | ≥98.0% (GC) |
| bp | 230-232 °C/740 mmHg (lit.) |
| mp | 7 °C (lit.) |
| Density | 1.03 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352111 |