79267
Trimethylphenylammonium hydroxide solution
~25% in H2O (1.68 M)
Synonym(s):
Phenyltrimethylammonium hydroxide, TMAH
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About This Item
Linear Formula:
(CH3)3N(OH)C6H5
CAS Number:
Molecular Weight:
153.22
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3917033
Concentration:
~25% in H2O (1.68 M)
Form:
liquid
reaction suitability
core: ammonium
concentration
~25% in H2O (1.68 M)
refractive index
n20/D 1.395
functional group
amine
InChI key
HADKRTWCOYPCPH-UHFFFAOYSA-M
SMILES string
[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
form
liquid
Quality Level
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General description
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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
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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