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Merck

79421

Sigma-Aldrich

Phosphazene base P4-t-Bu solution

~0.8 M in hexane

Sinónimos:

1-tert-Butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)-phosphoranylidenamino]-2λ5,4λ5-catenadi(phosphazene)

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About This Item

Fórmula empírica (notación de Hill):
C22H63N13P4
Número de CAS:
Peso molecular:
633.72
Beilstein/REAXYS Number:
5784423
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

concentration

~0.8 M in hexane

density

0.850-0.875 g/mL at 20 °C

SMILES string

CN(C)P(=NP(=NC(C)(C)C)(N=P(N(C)C)(N(C)C)N(C)C)N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C

InChI

1S/C22H63N13P4/c1-22(2,3)23-36(24-37(27(4)5,28(6)7)29(8)9,25-38(30(10)11,31(12)13)32(14)15)26-39(33(16)17,34(18)19)35(20)21/h1-21H3

InChI key

NSRBCQCXZAYQHF-UHFFFAOYSA-N

Caution

Product crystallizes out of solution, can be redissolved on heating to 40°C.

Other Notes

Extremely strong, hindered, neutral nitrogen base; it is about 1018 times more basic than DBU [pKa (DMSO) 30.25]. Stable to hydrolysis and unaffected by alkylating agents; Base for enolate formation and stereoselective alkylation

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 1 Inhalation - STOT SE 3

target_organs

Central nervous system, Nervous system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-14.8 °F - closed cup

flash_point_c

-26 °C - closed cup

ppe

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


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Visite la Librería de documentos

Saurabh Mehta et al.
The Journal of organic chemistry, 84(9), 5492-5503 (2019-04-16)
Phosphazene superbase P4- t-Bu mediated iodoaminocyclization of 2-(1-alkynyl)benzamides is reported. The reaction works under ambient conditions and instantaneously results in the synthesis of isoindolin-1-ones in 65-97% yields, in a regio- and stereoselective manner. The exclusive formation of products with Z-geometry
A. Solladie-Cavallo et al.
Tetrahedron Letters, 43, 415-415 (2002)
George A Kraus et al.
Bioorganic & medicinal chemistry letters, 19(19), 5539-5542 (2009-09-05)
Dihydroindolo[2,1-a]isoquinolines were synthesized from tetrahydroisoquinolines and alpha-fluoroaldehydes by a novel two-step procedure. These compounds exhibited significant immunosuppressive activity against IL-2, IL-10 and IFN-gamma.
H.T. Mamdani, R.C. Hartley
Tetrahedron Letters, 41, 7417-7417 (2000)
R. Schwesinger et al
Angewandte Chemie (International Edition in English), 105, 1420-1420 (1993)

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.

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