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Merck
CN

393290

Tris(dimethylamino)phosphine

97%, liquid

Synonym(s):

(Me2N)3P, Hexamethyltriamidophosphite, Hexamethyltriaminophosphine, HMPT, Hexamethylphosphorous triamide

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About This Item

Linear Formula:
P[N(CH3)2]3
CAS Number:
Molecular Weight:
163.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161700
MDL number:
Beilstein/REAXYS Number:
906778
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Product Name

Tris(dimethylamino)phosphine, 97%

Quality Level

assay

97%

form

liquid

reaction suitability

reagent type: ligand
reaction type: Reductions, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Wittig Reaction

refractive index

n20/D 1.463 (lit.)

bp

48-50 °C/12 mmHg (lit.)

density

0.898 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CN(C)P(N(C)C)N(C)C

InChI

1S/C6H18N3P/c1-7(2)10(8(3)4)9(5)6/h1-6H3

InChI key

XVDBWWRIXBMVJV-UHFFFAOYSA-N

Application

Tris(dimethylamino)phosphine can be used as a:
  • Ligand in the preparation of arene-ruthenium(II) complex which is used as a catalyst in hydration of nitriles to amides.
  • Phosphorus source along with InCl3 in the synthesis of InP colloidal quantum dots (QDs).
  • Deoxygenating agent for some α-dicarbonyl compounds in the presence of fullerene C60.

Tris(dimethylamino)phosphine can be used a reagent in combination with CCl4 for the conversion of hydroxyl groups to the corresponding chlorides; for hydroxyl group activation; dehydrations.


signalword

Danger

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Flam. Liq. 3 - Muta. 1B - Skin Irrit. 2

Storage Class

3 - Flammable liquids

flash_point_f

80.6 °F - closed cup

flash_point_c

27 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Phosphine Ligand Application Guide


Organometallic synthesis of InP quantum dots using tris (dimethylamino) phosphine as a phosphorus source.
Matsumoto T, et al.
Chemistry Letters (Jpn), 33(11), 1492-1493 (2004)
Arene-ruthenium (ii) complexes containing inexpensive tris (dimethylamino) phosphine: highly efficient catalysts for the selective hydration of nitriles into amides.
Garcia AR, et al.
Organometallics, 30(20), 5442-5451 (2011)
Irina P Romanova et al.
The Journal of organic chemistry, 76(8), 2548-2557 (2011-03-12)
The reactions of such cyclic α-diketones as acenaphthenequinone, aceanthrenequinone, and N-alkylisatins, with hexaethyltriaminophosphine in the presence of the fullerene C(60), lead to the formation of methanofullerene derivatives under mild conditions. This process proceeds via deoxygenation of the dicarbonyl compound by



Global Trade Item Number

SKUGTIN
393290-5ML04061831981919
393290-25ML04061831981902