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Tetrabutylammonium hydroxide solution

greener alternative

1.0 M in methanol

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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

1.0 M in methanol

refractive index

n20/D 1.3775

density

0.83 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
1787808686386880
concentration

1.0 M in methanol

concentration

40 wt. % in H2O

concentration

53.5-56.5% in H2O

concentration

~40% in H2O (~1.5 M)

refractive index

n20/D 1.3775

refractive index

n20/D 1.405

refractive index

-

refractive index

-

density

0.83 g/mL at 25 °C

density

0.99 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.
Tetrabutylammonium hydroxide solution serves as a phase-transfer catalyst in the transesterification of soybean oil.


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Application

Tetrabutylammonium hydroxide solution (1M in methanol) may be used as a base to synthesize ring methyl and methylene deuteriated porphyrins and metalloporphyrins. It may also be used as an initiator of graft polymerization between pivalolactone and poly(ethylene-co-vinyl acetate-co-methacrylic acid).

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tetrabutylammonium Hydroxide
Bos ME
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2001)
Block and Graft Copolymers of Pivalolactone. 3. Grafts on Ethylene Copolymers
Sundet SA
Macromolecules, 11(1), 146-149 (1978)
Rapid base-catalyzed deuterium exchange at the ring-adjacent methyl and methylene positions of octaalkyl and natural-derivative porphyrins and metalloporphyrins.
Godziela GM, et al.
Inorganic Chemistry, 25(23), 4286-4288 (1986)
Rapid transesterification of soybean oil with phase transfer catalysts
Zhang Y, et al.
Applied Catalysis A: General, 366(1), 176-183 (2009)
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

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