669997

Sigma-Aldrich

Δ-TRISPHAT tetrabutylammonium salt

≥98.5% (31P-NMR)

Synonym(s):
[Tetrabutylammonium] [Δ-tris(tetrachloro-1,2-benzenediolato)phosphate(V)]
Empirical Formula (Hill Notation):
C18Cl12O6P · C16H36N
CAS Number:
Molecular Weight:
1011.06
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.5% (31P-NMR)

optical activity

[α]/D -370±10°, c = 0.1 in ethanol

storage temp.

2-8°C

SMILES string

CCCC[N+](CCCC)(CCCC)CCCC.Clc1c(Cl)c(Cl)c2O[P-]345(Oc2c1Cl)Oc6c(Cl)c(Cl)c(Cl)c(Cl)c6O3.Clc7c(Cl)c(Cl)c(O4)c(O5)c7Cl

InChI

1S/C18Cl12O6P.C16H36N/c19-1-2(20)8(26)14-13(7(1)25)31-37(32-14,33-15-9(27)3(21)4(22)10(28)16(15)34-37)35-17-11(29)5(23)6(24)12(30)18(17)36-37;1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h;5-16H2,1-4H3/q-1;+1

InChI key

GCGVBYHPNKLLAV-UHFFFAOYSA-N

Related Categories

General description

Δ-TRISPHAT tetrabutylammonium salt, containing a hexacoordinated phosphorus anion, is a chiral NMR solvating and asymmetry-inducing reagent.

Packaging

100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Application

Chiral anion mediated asymmetric chemistry

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Application of TRISPHAT anion as NMR chiral shift reagent.
Lacour Je, et al.
Chemical Communications (Cambridge, England), 23, 2285-2286 (1997)
C3-Symmetric Trinuclear Molybdenum Cluster Sulfides: Configurational Stability, Supramolecular Stereocontrol, and Absolute Configuration Assignment.
Frantz R, et al.
Inorganic Chemistry, 46(25), 10717-10723 (2007)
Jérôme Lacour et al.
Chemical Society reviews, 32(6), 373-382 (2003-12-16)
Chemical reactions and processes often involve cationic prostereogenic or racemic reagents, intermediates or products. To afford instead non-racemic or enantiopure compounds, an asymmetric ion pairing of the cations with chiral anionic counterions can be considered. This review presents recent examples...
Bimacrocyclic concave N-heterocyclic carbenes (NHCs): Synthesis, structure and application in catalyses.
Winkelmann O and Luning U.
Supramolecular Chemistry, 21(3-4), 223-229 (2009)
Jerome Lacour et al.
Organic & biomolecular chemistry, 3(1), 15-19 (2004-12-17)
Chemical reactions and processes often involve chiral, yet racemic, cationic reagents, intermediates or products. To afford instead non racemic or enantiopure compounds, an asymmetric ion pairing of the cations with enantiopure anions can be considered--the counter ions behaving as asymmetric...

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.