Skip to Content
Merck
CN

H11602

Hexamethylphosphoramide

99%

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
[(CH3)2N]3PO
CAS Number:
680-31-9
Molecular Weight:
179.20
UNSPSC Code:
12352111
NACRES:
NA.22
PubChem Substance ID:
24895433
EC Number:
211-653-8
Beilstein/REAXYS Number:
1099903
MDL number:
MFCD00008303

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Hexamethylphosphoramide, 99%

InChI

1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3

InChI key

GNOIPBMMFNIUFM-UHFFFAOYSA-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)

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.)

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

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.

General description

Hexamethylphosphoramide is a polar aprotic solvent.

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

Carc. 1B - Eye Dam. 1 - Muta. 1B - Skin Corr. 1C

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

291.2 °F - closed cup

flash_point_c

144 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBF2939V
WXBF3238V
WXBF3674V
WXBF2401V
WXBD7028V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nucleophilic aromatic substitution reactions of unactivated aryl halides with thiolate ions in hexamethylphosphoramide.
Cogolli P, et al.
The Journal of Organic Chemistry, 44(15), 2642-2646 (1979)
Controlled/?Living? Reverse Atom Transfer Radical Polymerization of a Monocyclic Olefin, Methyl 1-Cyclobutenecarboxylate.
Chen X P, et al.
Macromolecules, 35(11), 4277-4281 (2002)
Optical and structural study of thin film of polyazomethine with triphenylamine unit prepared via spin-coating method.
Palewicz M, et al.
Polymer Bull., 66(1), 65-76 (2011)
Hexamethylphosphoramide
Normant H.
Angewandte Chemie (International Edition in English), 6(12), 1046-1067 (1967)
Bahar Zarabi et al.
Pharmaceutical research, 26(5), 1121-1129 (2009-01-23)
To evaluate the tumor targeting potential of N-(2-hydroxypropyl)methacrylamide (HPMA) copolymer-gadolinium(Gd)-RGDfK conjugates by magnetic resonance (MR) T1-mapping. HPMA copolymers with and without RGDfK were synthesized to incorporate side chains for Gd chelation. The conjugates were characterized by their side-chain contents and
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service