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268100

Sigma-Aldrich

Tetrabutylammonium phosphate monobasic solution

1.0 M in H2O

Synonym(s):

Tetrabutylammonium dihydrogen phosphate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N[OP(OH)2O]
CAS Number:
Molecular Weight:
339.45
Beilstein:
5196532
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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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

12 - Non 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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Advanced Synthesis & Catalysis, 365, 1908-1925 (2023)

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