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Merck

79417

Sigma-Aldrich

Phosphazene base P2-Et

≥98.0% (NT)

Sinónimos:

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

Fórmula lineal:
[(CH3)2N]3P=NP(=NC2H5)[N(CH3)2]2
Número de CAS:
Peso molecular:
339.40
Beilstein/REAXYS Number:
7485991
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

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

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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.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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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Visite la Librería de documentos

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)
P2-Et-mediated deprotonation of ortho-halobenzyl sulfones: synthetic applications as zwitterionic synthons.
Costa A, et al.
Synlett, 2001(12), 1881-1884 (2001)
Phosphazene base P2-Et mediated isomerization of vinyl sulfones to allyl sulfones.
Jin Z, et al.
Tetrahedron Letters, 37(30), 5247-5248 (1996)
S.H. Kim et al.
Tetrahedron Letters, 36, 4537-4537 (1995)

Artículos

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.

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.

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.

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.

Contenido relacionado

The Nicewicz lab is focused on the discovery of new and powerful reaction methodologies that proceed via the intermediacy of highly reactive cation radical species. Included in these transformations are anti-Markovnikov selective additions of amines, alcohols, carboxylic acids, amides and mineral acids to alkenes.

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