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Sigma-Aldrich

Tetrabutylammonium hydroxide solution

greener alternative

40 wt. % in H2O

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Synonym(s):
N,N,N-Tributyl-1-butanaminium hydroxide, TBAH 40, Tetra-n-butylammonium hydroxide
Linear Formula:
(CH3CH2CH2CH2)4N(OH)
CAS Number:
Molecular Weight:
259.47
Beilstein:
3571228
MDL number:
PubChem Substance ID:
NACRES:
NA.21

form

liquid

Quality Level

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

concentration

40 wt. % in H2O

refractive index

n20/D 1.405

density

0.99 g/mL at 25 °C

greener alternative category

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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This Item
2301898688086863
concentration

40 wt. % in H2O

concentration

1.0 M in methanol

concentration

~40% in H2O (~1.5 M)

concentration

53.5-56.5% in H2O

refractive index

n20/D 1.405

refractive index

n20/D 1.3775

refractive index

-

refractive index

-

density

0.99 g/mL at 25 °C

density

0.83 g/mL at 25 °C

density

0.995 g/cm3

density

0.995 g/cm3

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative product characteristics

-

greener alternative product characteristics

-

General description

Tetrabutylammonium hydroxide is a quaternary ammonium salt mainly used as a strong base and phase-transfer catalyst. It can be synthesized from tetrabutylammonium iodide.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is highly effcient and enhance catalytic efficiency. Click here for more information.

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 below 30°C
Gentle warming and swirling should redissolve the solid

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1 - Skin Sens. 1

Storage Class Code

8B - Non-combustible, corrosive hazardous materials

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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Tetrabutylammonium Hydroxide
Bos ME.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2001)
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
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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