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Merck

86631

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:
Molecular Weight:
147.26
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3912961
Concentration:
~25% in methanol (~1.5 M)
Form:
liquid
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Product Name

Tetraethylammonium hydroxide solution, ~25% in methanol (~1.5 M)

InChI

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

SMILES string

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

InChI key

LRGJRHZIDJQFCL-UHFFFAOYSA-M

form

liquid

concentration

~25% in methanol (~1.5 M)

anion traces

sulfate (SO42-): ≤1000 mg/kg

functional group

amine

Quality Level

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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.

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.

signalword

Danger

Storage Class

3 - Flammable liquids

flash_point_f

49.5 °F

flash_point_c

9.7 °C

ppe

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

Hazard Classifications

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

target_organs

Eyes,Central nervous system, thymus,Liver


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Min Shen et al.
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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
Guillermo J Pérez et al.
American journal of physiology. Cell physiology, 304(3), C280-C286 (2012-12-01)
We studied principal neurons from canine intracardiac (IC) ganglia to determine whether large-conductance calcium-activated potassium (BK) channels play a role in their excitability. We performed whole cell recordings in voltage- and current-clamp modes to measure ion currents and changes in
Vivek Garg et al.
The Journal of general physiology, 140(3), 307-324 (2012-08-30)
Ether-à-go-go (EAG) and EAG-related gene (ERG) K(+) channels are close homologues but differ markedly in their gating properties. ERG1 channels are characterized by rapid and extensive C-type inactivation, whereas mammalian EAG1 channels were previously considered noninactivating. Here, we show that
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)

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