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79416

Sigma-Aldrich

Phosphazene base P2-t-Bu solution

~2.0 M in THF

Synonym(s):

1-tert-Butyl-2,2,4,4,4-pentakis(dimethylamino)-2λ5,4λ5-catenadi(phosphazene)

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About This Item

Empirical Formula (Hill Notation):
C14H39N7P2
CAS Number:
Molecular Weight:
367.45
Beilstein:
5759205
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

form

solution

Quality Level

concentration

~2.0 M in THF

functional group

amine

SMILES string

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

InChI

1S/C14H39N7P2/c1-14(2,3)15-22(17(4)5,18(6)7)16-23(19(8)9,20(10)11)21(12)13/h1-13H3

InChI key

CJTQESMNKMUZAO-UHFFFAOYSA-N

Other Notes

Extremely strong and hindered neutral nitrogen base; it is about 109 times more basic than DBU [pKa (DMSO) 21.45]. Stable to hydrolysis and unaffected by alkylating agents; Highly selective base; Deprotonation of phosphines

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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F. Uhlig et al.
Phosphorus, Sulfur, and Silicon and the Related Elements, 81, 155-155 (1993)
R. Schwesinger et al
Liebigs Ann. Chem., 1055-1055 (1996)
M. Falk-Heppner et al.
Angewandte Chemie (International Edition in English), 101, 1281-1281 (1989)

Articles

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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