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Sigma-Aldrich

Tetrabutylammonium hydroxide solution

technical, ~40% in H2O (~1.5 M)

Synonym(s):

N,N,N-Tributyl-1-butanaminium hydroxide, TBAH 40, Tetra-n-butylammonium hydroxide

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(OH)
CAS Number:
Molecular Weight:
259.47
Beilstein:
3571228
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

technical

Quality Level

form

liquid

concentration

~40% in H2O (~1.5 M)

impurities

≤3% halides (as bromide)

density

0.995 g/cm3

anion traces

sulfate (SO42-): ≤3000 mg/kg

SMILES string

[OH-].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H2/q+1;/p-1

InChI key

VDZOOKBUILJEDG-UHFFFAOYSA-M

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General description

The product is ~40% solution of tetrabutylammonium hydroxide in H2O. Tetrabutylammonium hydroxide has been synthesized from tetrabutylammonium iodide. TBAOH dissolved in anhydrous isopropyl alcohol is widely employed as titrant for weak acids.

Application

Tetrabutylammonium hydroxide solution (TBAOH) may be used in the following studies:
  • For the dissolution of 10wt% cellulose under room temperature conditions.
  • As a catalyst during the synthesis of 1,2,4-oxadiazoles.
  • Preparation of TBAOH salts of fatty acids.

Caution

may crystallize; can be redissolved on heating to 40°C

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tetrabutylammonium hydroxide as titrant in nonaqueous media.
Harlow GA, et al.
Analytical Chemistry, 28(5), 787-791 (1956)
Tetrabutylammonium Hydroxide as Titrant for Acids in Nonaqueous Solutions.
Cundiff RH and Markunas PC.
Analytical Chemistry, 28(5), 792-797 (1956)
Construction of 3, 5-substituted 1, 2, 4-oxadiazole rings triggered by tetrabutylammonium hydroxide: a highly efficient and fluoride-free ring closure reaction of O-acylamidoximes.
Otaka H, et al.
Tetrahedron Letters, 55(5), 979-981 (2014)
B B Y Lau et al.
Bioresource technology, 197, 252-259 (2015-09-08)
Aqueous solutions of tetrabutylphosphonium hydroxide have been evaluated as pretreatment media for rice husks, prior to sulphuric acid hydrolysis or cellulase enzymatic hydrolysis. Varying the water:tetrabutylphosphonium hydroxide ratio varied the rate of delignification, as well as silica, lignin and cellulose
Foaming and emulsifying properties of fatty acids neutralized by tetrabutylammonium hydroxide.
Fameau AL, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 403, 87-95 (2012)

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