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79421

Phosphazene base P4-t-Bu solution

~0.8 M in hexane

Synonym(s):

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

Empirical Formula (Hill Notation):
C22H63N13P4
CAS Number:
111324-04-0
Molecular Weight:
633.72
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
57652794
MDL number:
MFCD00145114
Beilstein/REAXYS Number:
5784423
Concentration:
~0.8 M in hexane
Form:
liquid
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form

liquid

Quality Level

100

concentration

~0.8 M in hexane

density

0.850-0.875 g/mL at 20 °C

functional group

amine

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

Application

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

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.

Disclaimer

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

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

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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3898
BCCK9678
BCCL9781
BCCK1923
BCCH3719

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Articles

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.

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.
View All Related Papers

Global Trade Item Number

SKUGTIN
79421-5ML04061832952239
79421-1ML04061838120960
79421-25ML04061832952208