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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)]

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About This Item

Linear Formula:
PN(CH(CH3)2)CH2CH2NCH2CH2N(CH(CH3)2)(CH2CH2N(CH(CH3)2))
CAS Number:
175845-21-3
Molecular Weight:
300.42
MDL number:
MFCD03701530
UNSPSC Code:
12352005
PubChem Substance ID:
24879596
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

Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

556955-1G:
556955-5G:
556955-BULK:
556955-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP1209
MKCP1210
MKCJ8804
MKCF1493
MKBT9367V

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

Articles

Proazaphosphatranes: Verkade’s Superbases

An article on Proazaphosphatranes: Verkade’s Superbases.

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