86880

Sigma-Aldrich

Tetrabutylammonium hydroxide solution

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

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

Quality Level

grade

technical

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

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3267 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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...
Tetrabutylammonium hydroxide as titrant in nonaqueous media.
Harlow GA, et al.
Analytical Chemistry, 28(5), 787-791 (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)
Tetrabutylammonium Hydroxide as Titrant for Acids in Nonaqueous Solutions.
Cundiff RH and Markunas PC.
Analytical Chemistry, 28(5), 792-797 (1956)
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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