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79417

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

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About This Item

Linear Formula:
[(CH3)2N]3P=NP(=NC2H5)[N(CH3)2]2
CAS Number:
165535-45-5
Molecular Weight:
339.40
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
57652793
MDL number:
MFCD00145113
Beilstein/REAXYS Number:
7485991
Assay:
≥98.0% (NT)
Form:
liquid
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Quality Level

100

assay

≥98.0% (NT)

form

liquid

refractive index

n20/D 1.492

bp

96 °C/0.05 mmHg (lit.)

density

1.02 g/mL at at 25 °C (lit.), 1.02 g/mL at 25 °C (lit.)

functional group

amine

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

Application

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.
Phosphazene Bases: a Family of Extremely Strong, Non-Ionic, Non-Charged Nitrogen–Bases

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pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0873
BCCK6978
BCCD3794
BCCC8814
BCBV0532

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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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S.H. Kim et al.
Tetrahedron Letters, 36, 4537-4537 (1995)
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)
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
79417-5ML04061832952147
79417-1ML04061838120953