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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:
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

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.

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 - STOT SE 1

Target Organs

Eyes,Central nervous system

WGK

WGK 3

Flash Point(F)

49.5 °F

Flash Point(C)

9.7 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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
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
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
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)
Sébastien Dilly et al.
Biochemical pharmacology, 85(4), 560-569 (2012-12-29)
Valine residues in the pore region of SK2 (V366) and SK3 (V520) were replaced by either an alanine or a phenylalanine to evaluate the impact on the interactions with the allosteric blocker apamin. Unlike TEA which showed high sensitivity to
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