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268100

Sigma-Aldrich

Tetrabutylammonium phosphate monobasic solution

1.0 M in H2O

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Synonym(s):
Tetrabutylammonium dihydrogen phosphate
Linear Formula:
(CH3CH2CH2CH2)4N[OP(OH)2O]
CAS Number:
5574-97-0
Molecular Weight:
339.45
Beilstein:
5196532
MDL number:
MFCD00064526
PubChem Substance ID:
24856262
NACRES:
NA.22

Quality Level

200

concentration

1.0 M in H2O

density

1.037 g/mL at 25 °C

SMILES string

OP(O)([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.H3O4P/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-5(2,3)4/h5-16H2,1-4H3;(H3,1,2,3,4)/q+1;/p-1

InChI key

ARRNBPCNZJXHRJ-UHFFFAOYSA-M

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Tetrabutylammonium phosphate monobasic solution 1.0 M in H2O

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Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

concentration

1.0 M in H2O

concentration

1.0 M in H2O

concentration

-

concentration

40 wt. % in H2O

General description

Tetrabutylammonium phosphate monobasic solution (TABP) is a quaternary ammonium salt commonly used in the preparation of buffers and ion-pairing reagents.

Application

Tetrabutylammonium phosphate monobasic solution can be used as a:
  • Catalyst for the selective N-alkylation of indoles with electron-poor alkenes.
  • Hydrogen-bond-acceptor (HBA) catalyst to synthesize ketoesters via αC-H bond activation.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Journal of Chromatographic Science, 31, 231-231 (1993)
Journal of Liquid Chromatography, 15, 2487-2487 (1992)
Tetrahedron, 62, 10237-10237 (2006)
David J Posson et al.
Nature structural & molecular biology, 20(2), 159-166 (2012-12-25)
Understanding how ion channels open and close their pores is crucial for comprehending their physiological roles. We used intracellular quaternary ammonium blockers, electrophysiology and X-ray crystallography to locate the voltage-dependent gate in MthK potassium channels from Methanobacterium thermoautotrophicum. Blockers bind
Zhenfeng He et al.
Dalton transactions (Cambridge, England : 2003), 41(33), 10043-10051 (2012-05-29)
A new kind of organic-inorganic hybrid complexes based on polyoxometalate were synthesized through symmetrically grafting two adeninyl groups onto Anderson-type MnMo(6) clusters and encapsulating the clusters by organic surfactants. The resultant complexes exhibited thermal-induced dynamic self-assembly behaviors which greatly depended
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