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Sigma-Aldrich

Imino-tris(dimethylamino)phosphorane

97%

Synonym(s):

N,N,N′,N′,N″,N″-Hexamethylphosphorimidic triamide, Phosphazene base P1-H

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About This Item

Linear Formula:
[(CH3)2N]3P=NH
CAS Number:
49778-01-0
Molecular Weight:
178.22
Beilstein:
1933051
MDL number:
MFCD00216725
UNSPSC Code:
12161700
PubChem Substance ID:
24868170
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.476 (lit.)

density

0.979 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C6H19N4P/c1-8(2)11(7,9(3)4)10(5)6/h7H,1-6H3

InChI key

GKTNLYAAZKKMTQ-UHFFFAOYSA-N

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Application

Phosphazene Bases: a Family of Extremely Strong, Non-Ionic, Non-Charged Nitrogen–Bases
Imino-tris(dimethylamino)phosphorane is a base that can be used:
  • As a reagent in the deboronation of ortho and meta carboranes.
  • As an organocatalyst in the synthesis of cyclic organic carbonates using glycerol under solvent-free conditions.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Solvent-free organocatalytic preparation of cyclic organic carbonates under scalable continuous flow conditions
Wang Z, et al.
Reaction Chemistry & Engineering, 4(1), 17-26 (2019)
Studies of icosahedral carboranes with Imino-tris(dimethylamino)phosphorane, HNP(NMe2)3
Contemporary Boron Chemistry (2000)

Articles

Phosphazene Bases

Phosphazene base reagents are available as monomeric (P1 and BEMP), dimeric (P2), and tetrameric (P4) bases with different side chains to control their sterical hindrance.

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