Skip to Content
Merck
All Photos(1)

Documents

556955

Sigma-Aldrich

2,8,9-Triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3,3,3]undecane

Synonym(s):

[2,5,8,9-Tetraaza-1-phosphabicyclo[3.3.3]undecane-2,8,9-tris(1-methylethyl)]

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
PN(CH(CH3)2)CH2CH2NCH2CH2N(CH(CH3)2)(CH2CH2N(CH(CH3)2))
CAS Number:
Molecular Weight:
300.42
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

refractive index

n20/D 1.4830 (lit.)

density

0.922 g/mL at 25 °C (lit.)

SMILES string

CC(C)N1CCN2CCN(C(C)C)P1N(CC2)C(C)C

InChI

1S/C15H33N4P/c1-13(2)17-10-7-16-8-11-18(14(3)4)20(17)19(12-9-16)15(5)6/h13-15H,7-12H2,1-6H3

InChI key

DFRWCJYSXGNOFD-UHFFFAOYSA-N

Application

Base used in an attempt to produce higherly reactive no-carrier-added fluoride for labeling of radiopharmaceuticals and used in the synthesis of monomeric alumatranes

Deprotonation agent used to study the nucleophilic reactivities of benzenesulfonyl-substituted carbanions

Catalyst involved in:
  • Synthesis of polymer-supported proazaphosphatranes for catalysis of amidation and transesterification reactions
  • Wadsworth-Emmons reactions
  • Mukaiyama aldol reactions
  • Synthesis of aryl alcohols via addition reactions
Catalyst used in the synthesis of β-hydroxyesters and α,β-unsaturated esters

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Wadhwa, K.; Verkade, J. G.
The Journal of Organic Chemistry, ASAP-ASAP (2009)

Articles

An article on Proazaphosphatranes: Verkade’s Superbases.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service