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H11602 Sigma-Aldrich

Hexamethylphosphoramide

99%

Synonym: HMPA, Hexamethylphosphoric acid triamide, Tris(dimethylamino)phosphine oxide

  • CAS Number 680-31-9

  • Linear Formula [(CH3)2N]3PO

  • Molecular Weight 179.20

  •  Beilstein/REAXYS Number 1099903

  •  EC Number 211-653-8

  •  MDL number MFCD00008303

  •  PubChem Substance ID 24895433

  •  NACRES NA.22

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Properties

Related Categories Chemical Reagents, Chemical Synthesis, Coupling, Development Quantities for Research, Other Synthetic Reagents for Coupling,
Quality Level   200
vapor density   6.18 (vs air)
vapor pressure   0.07 mmHg ( 25 °C)
assay   99%
refractive index   n20/D 1.459 (lit.)
bp   230-232 °C/740 mmHg (lit.)
mp   7 °C (lit.)
density   1.03 g/mL at 25 °C (lit.)
SMILES string   CN(C)P(=O)(N(C)C)N(C)C
InChI   1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3
InChI key   GNOIPBMMFNIUFM-UHFFFAOYSA-N

Description

General description

Hexamethylphosphoramide is a polar aprotic solvent.

Application

Hexamethylphosphoramide can be used as a solvent:
• For the conversion of carboxylate salt into esters by reacting with alkyl halides.
• To synthesize aryl thioethers via nucleophilic displacement of unactivated aryl halides by thiolate ions.
• To synthesize polyazomethines (PAZs) from dialdehyde and diamine via high-temperature solution polycondensation.

Packaging

2.5 kg in glass bottle

5, 100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3082 9 / PGIII
WGK Germany 
WGK 3
RTECS 
TD0875000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Catalysts
Protocols & Articles

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Peer-Reviewed Papers
15

References

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