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Merck
CN

86867

Sigma-Aldrich

Tetrabutylammonium phosphate monobasic

purum, ≥97.0% (T)

Synonym(s):

Tetrabutylammonium dihydrogen phosphate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N[OP(OH)2O]
CAS Number:
5574-97-0
Molecular Weight:
339.45
Beilstein:
5196532
EC Number:
226-947-1
MDL number:
MFCD00064526
UNSPSC Code:
12352116
PubChem Substance ID:
329769328

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grade

purum

Assay

≥97.0% (T)

form

solid

mp

151-154 °C (lit.)

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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Other Notes

Mild acid; Preparation of allylic phosphates

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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M. Julia et al.
Tetrahedron, 42, 3841-3841 (1986)
A.I. Meyers et al.
Tetrahedron Letters, 26, 2047-2047 (1985)
Pieter van Dillewijn et al.
Applied and environmental microbiology, 74(21), 6820-6823 (2008-09-16)
Homogenous preparations of XenB of Pseudomonas putida, pentaerythritol tetranitrate reductase of Enterobacter cloacae, and N-ethylmaleimide reductase of Escherichia coli, all type II hydride transferases of the Old Yellow Enzyme family of flavoproteins, are shown to reduce the polynitroaromatic compound 2,4,6-trinitrotoluene
Fabio Galeotti et al.
Journal of chromatography. A, 1284, 141-147 (2013-03-05)
In this study, by using tetrabutylammonium bisulfate as ion-pairing reagent, we were able to separate all the main heparin/heparan sulfate disaccharides generated by the action of heparinases along with the main Hep tetrasaccharide possessing a 3-O-sulfate group on the sulfoglucosamine
Erbo Shi et al.
Organic letters, 14(13), 3384-3387 (2012-06-27)
A metal-free C-H oxidation for the construction of allylic esters has been developed. The use of a commercially available and inexpensive catalyst and oxidant, and readily available starting materials, coupled with the operational simplicity of the reaction, renders the methodology
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