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Merck

178780

Tetrabutylammonium hydroxide solution

greener alternative

40 wt. % in H₂O, solution

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:
2052-49-5
Molecular Weight:
259.47
NACRES:
NA.21
PubChem Substance ID:
24850769
UNSPSC Code:
12352100
MDL number:
MFCD00009425
Beilstein/REAXYS Number:
3571228

Product Name

Tetrabutylammonium hydroxide solution, 40 wt. % in H2O

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

SMILES string

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

InChI key

VDZOOKBUILJEDG-UHFFFAOYSA-M

form

liquid

greener alternative product characteristics

Catalysis
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concentration

40 wt. % in H2O

refractive index

n20/D 1.405

Quality Level

200

pH

14 (100 °C)

solubility

water: soluble

density

0.99 g/mL at 25 °C

functional group

amine

greener alternative category

Aligned,

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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.

Disclaimer

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

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.
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pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9301
SHBT0387
SHBS8091
BCCM9822
BCCM4177

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