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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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1 ML
US$ 282,00
5 ML
US$ 957,00

US$ 282,00

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1 ML
US$ 282,00
5 ML
US$ 957,00

About This Item

Fórmula lineal:
[(CH3)2N]3P=NP(=NC2H5)[N(CH3)2]2
Número de CAS:
165535-45-5
Peso molecular:
339.40
Beilstein:
7485991
Número MDL:
MFCD00145113
Código UNSPSC:
12352000
ID de la sustancia en PubChem:
57652793
NACRES:
NA.22

US$ 282,00

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Ensayo

≥98.0% (NT)

Formulario

liquid

índice de refracción

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

bp

96 °C/0.05 mmHg (lit.)

densidad

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

grupo funcional

amine

cadena SMILES

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

Clave InChI

CFUKEHPEQCSIOM-UHFFFAOYSA-N

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Aplicación

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 [1]

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.[2]
  • Deprotonation of ortho-halobenzyl sulfones to generate α-sulfonyl benzylic carbanions.[3]
  • Conversion of vinyl sufone to allyl sulfone.[4]
  • α-Alkylation of 2-phenyl-2-oxazoline-4-carbonylcamphorsultam in the presence of tetrabutylammonium bromide.[5]

Pictogramas

Corrosion
GHS05

Palabra de señalización

Danger

Frases de peligro

H314

Clasificaciones de peligro

Skin Corr. 1B

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCM0873
BCCK6978
BCCD3794
BCCC8814
BCBV0532

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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)
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)

Artículos

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.

Contenido relacionado

Nicewicz Group – Prof. Product Portal

Nicewicz lab focuses on reactive cation radical species for selective reactions, advancing synthesis methodologies for various functional groups.

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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