Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

79417

Sigma-Aldrich

Phosphazene base P2-Et

≥98.0% (NT)

Synonym(s):

1-Ethyl-2,2,4,4,4-pentakis(dimethylamino)-2λ5,4λ5-catenadi(phosphazene), Tetramethyl(tris(dimethylamino)phosphoranylidene)phosphorictriamid-Et-imin

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
[(CH3)2N]3P=NP(=NC2H5)[N(CH3)2]2
CAS Number:
165535-45-5
Molecular Weight:
339.40
Beilstein:
7485991
MDL number:
MFCD00145113
UNSPSC Code:
12352000
PubChem Substance ID:
57652793
NACRES:
NA.22

Quality Level

100

Assay

≥98.0% (NT)

form

liquid

refractive index

n20/D 1.492 (lit.)
n20/D 1.492

bp

96 °C/0.05 mmHg (lit.)

density

1.02 g/mL at 25 °C (lit.)

SMILES string

CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C

InChI

1S/C12H35N7P2/c1-12-13-20(15(2)3,16(4)5)14-21(17(6)7,18(8)9)19(10)11/h12H2,1-11H3

InChI key

CFUKEHPEQCSIOM-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Phosphazene Bases: a Family of Extremely Strong, Non-Ionic, Non-Charged Nitrogen–Bases
Phosphazene base P2-Et is an extremely strong, neutral nitrogen base. It gives excellent results where other bases fail

This strong non-ionic base has the ability to catalyze a wide variety of organic transformations such as:
  • Palladium-catalyzed cross-coupling reactions when used in combination with tBuXPhos or tBuBrettPhos G3 precatalysts.
  • Deprotonation of ortho-halobenzyl sulfones to generate α-sulfonyl benzylic carbanions.
  • Conversion of vinyl sufone to allyl sulfone.
  • α-Alkylation of 2-phenyl-2-oxazoline-4-carbonylcamphorsultam in the presence of tetrabutylammonium bromide.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCD3794
BCCC8814
BCBV0532
BCBQ8597V
BCBM7194V

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

S.H. Kim et al.
Tetrahedron Letters, 36, 4537-4537 (1995)
Phosphazene base P2-Et mediated isomerization of vinyl sulfones to allyl sulfones.
Jin Z, et al.
Tetrahedron Letters, 37(30), 5247-5248 (1996)
P2-Et-mediated deprotonation of ortho-halobenzyl sulfones: synthetic applications as zwitterionic synthons.
Costa A, et al.
Synlett, 2001(12), 1881-1884 (2001)
Enantioselective synthetic method for α-alkylserine via phase-transfer catalytic alkylation of 2-phenyl-2-oxazoline-4-carbonylcamphorsultam.
Lee J, et al.
The Journal of Organic Chemistry, 70(10), 4158-4161 (2005)
P2Et Phosphazene: A Mild, Functional Group Tolerant Base for Soluble, Room Temperature Pd-Catalyzed C?N, C?O, and C?C Cross-Coupling Reactions.
Buitrago S A, et al.
Organic Letters, 17(13), 3370-3373 (2015)

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