Skip to Content
Merck
All Photos(1)

Key Documents

268100

Sigma-Aldrich

Tetrabutylammonium phosphate monobasic solution

1.0 M in H2O

Synonym(s):

Tetrabutylammonium dihydrogen phosphate

Sign Into View Organizational & Contract Pricing


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

Looking for similar products? Visit Product Comparison Guide

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Tetrahedron, 62, 10237-10237 (2006)
Journal of Liquid Chromatography, 15, 2487-2487 (1992)
Journal of Chromatographic Science, 31, 231-231 (1993)
Photoredox-Catalyzed Isomerization of Highly Substituted Allylic Alcohols by C- H Bond Activation
Guo K, et al.
Angewandte Chemie (International Edition in English), 59, 11660-11668 (2020)
Weak Nucleophiles in the Aza-Michael Reaction
Rulev A
Advanced Synthesis & Catalysis, 365, 1908-1925 (2023)

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