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86631

Sigma-Aldrich

Tetraethylammonium hydroxide solution

~25% in methanol (~1.5 M)

Synonym(s):

TEA hydroxide

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About This Item

Linear Formula:
(C2H5)4N(OH)
CAS Number:
77-98-5
Molecular Weight:
147.26
Beilstein/REAXYS Number:
3912961
MDL number:
MFCD00009024
UNSPSC Code:
12352100
PubChem Substance ID:
57653059
NACRES:
NA.22

form

liquid

Quality Level

100

concentration

~25% in methanol (~1.5 M)

anion traces

sulfate (SO42-): ≤1000 mg/kg

functional group

amine

SMILES string

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

InChI

1S/C8H20N.H2O/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H2/q+1;/p-1

InChI key

LRGJRHZIDJQFCL-UHFFFAOYSA-M

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General description

Tetraethylammonium hydroxide (TEAOH) is a quaternary ammonium salt that is commonly used as a strong base and phase-transfer catalyst in organic synthesis.

Application

Tetraethylammonium hydroxide (25% in methanol) can be used as a base in the synthesis of 2-hydroxyacetophenoxime from 2-hydroxysalicylaldoxime and hydroxylamine hydrochloride. It is also used as an organic structure-directing agent in the synthesis of zeolites such as Beta, ZSM-20, and SAPO-34.

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Danger

Hazard Classifications

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

target_organs

Eyes,Central nervous system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

49.5 °F

flash_point_c

9.7 °C

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH2080
BCCH9178
BCCF8259
BCBR5182V
BCBG8033V

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Min Shen et al.
Vascular pharmacology, 58(1-2), 64-70 (2012-07-24)
Evidence has indicated that resveratrol (Res) produces vasorelaxation and may decrease the coronary heart disease mortality. However, several pathways involved in the mechanism of vasorelaxation are still unclear. This study was designed, therefore, to test the probable ion channels or
Jayabalan Nirmal et al.
Experimental eye research, 116, 27-35 (2013-07-31)
The present study was conducted to test the hypothesis; OCT may be active from blood-to-vitreous for the uptake of its substrates. Ocular uptake of Tetraethylammonium (TEA) across blood ocular barriers and the tissue distribution was evaluated in vivo in New
Lei Yang et al.
The Journal of general physiology, 140(5), 529-540 (2012-10-31)
We investigated the effects of changing extracellular K(+) concentrations on block of the weak inward-rectifier K(+) channel Kir1.1b (ROMK2) by the three intracellular cations Mg(2+), Na(+), and TEA(+). Single-channel currents were monitored in inside-out patches made from Xenopus laevis oocytes
Nanomechanics of cation-π interactions in aqueous solution.
Qingye Lu et al.
Angewandte Chemie (International ed. in English), 52(14), 3944-3948 (2013-03-02)
Ling Xiao et al.
Circulation research, 112(10), 1310-1322 (2013-03-28)
A chromosomal haplotype producing cardiac overexpression of dipeptidyl peptidase-like protein-6 (DPP6) causes familial idiopathic ventricular fibrillation. The molecular basis of transient outward current (I(to)) in Purkinje fibers (PFs) is poorly understood. We hypothesized that DPP6 contributes to PF I(to) and
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