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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)

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