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Sigma-Aldrich

Trimethylphenylammonium hydroxide solution

~25% in H2O (1.68 M)

Synonyme(s) :

Phenyltrimethylammonium hydroxide, TMAH

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About This Item

Formule linéaire :
(CH3)3N(OH)C6H5
Numéro CAS:
1899-02-1
Poids moléculaire :
153.22
Numéro Beilstein :
3917033
Numéro MDL:
MFCD00041899
Code UNSPSC :
12352005
ID de substance PubChem :
57652783
Nomenclature NACRES :
NA.22

Forme

liquid

Concentration

~25% in H2O (1.68 M)

Indice de réfraction

n20/D 1.395

Chaîne SMILES 

[OH-].C[N+](C)(C)c1ccccc1

InChI

1S/C9H14N.H2O/c1-10(2,3)9-7-5-4-6-8-9;/h4-8H,1-3H3;1H2/q+1;/p-1

Clé InChI

HADKRTWCOYPCPH-UHFFFAOYSA-M

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Catégories apparentées

Description générale

Trimethylphenylammonium hydroxide solution (TMPAH) is a quaternary ammonium compound that is commonly used as a strong base in organic synthesis. It is also used as a deprotecting agent for the removal of t-butoxycarbonyl (Boc) groups from amino acids or peptides and benzyl protecting groups from alcohols or amines.

Application

Trimethylphenylammonium hydroxide solution can be used to initiate the polymerization of the monomer 1,8-dihydroxymethyl-1,3,5,7-octatetrayne (DHOT) for the preparation of polymer nanospheres. It is also used as a base in the synthesis of alkyl 3-nitroacrylates via aldol reaction with nitroacetaldehyde or nitroacetone.

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314

Classification des risques

Eye Dam. 1 - Skin Corr. 1B

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Estefanía Noriega-Fernández et al.
Foods (Basel, Switzerland), 10(3) (2021-04-04)
The aim of this work was to evaluate the potential of ultrasound (US), alone or in combination with mild heating and/or EDTA towards reduction of As, Cd, I, and Hg content of Laminaria hyperborea. Concentrations of As, Cd, I, and
Fazel Abdolahpur Monikh et al.
Nature communications, 12(1), 899-899 (2021-02-11)
Analytical limitations considerably hinder our understanding of the impacts of the physicochemical properties of nanomaterials (NMs) on their biological fate in organisms. Here, using a fit-for-purpose analytical workflow, including dosing and emerging analytical techniques, NMs present in organisms are characterized
Seungjoon Chung et al.
International journal of environmental research and public health, 17(12) (2020-06-25)
This study describes an immobilization method of enriched microorganism, for robustly degrading organic compounds, including tetramethyl ammonium hydroxide (TMAH) in electronics wastewater without an increase of total organic carbon (TOC) in effluent. The enriched TMAH degrading bacteria was entrapped inside
Timothy J Jensen et al.
Journal of photochemistry and photobiology. B, Biology, 100(2), 100-111 (2010-06-19)
Five cationic porphyrins bearing one to four -N(CH(3))(3)(+) groups linked to the p-phenyl positions of 5,10,15,20-tetraphenylporphyrin (TPP) were synthesized in order to study the effect of overall charge and its distribution on the cellular uptake, phototoxicity and intracellular localization using
Y El-Nahhal et al.
Journal of agricultural and food chemistry, 48(10), 4791-4801 (2000-10-29)
This study aimed to design formulations of hydrophobic herbicides, alachlor and metolachlor, by adsorbing them on the clay mineral montmorillonite preadsorbed by the small organic cation phenyltrimethylammonium (PTMA). An adsorption model that considers electrostatics and specific binding and the possibility
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