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445274

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

Quality Level

200

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)

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