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
form
liquid
Quality Level
reaction suitability
core: ammonium
concentration
~25% in H2O (1.68 M)
refractive index
n20/D 1.395
functional group
amine
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
InChI key
HADKRTWCOYPCPH-UHFFFAOYSA-M
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.
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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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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
R W Gullick et al.
Environmental science & technology, 35(7), 1523-1530 (2001-05-12)
A natural shale and four synthetic organoclays were compared as potential sorbent additives to containment barriers at hazardous waste sites. Trimethylphenyl ammonium bentonite (TMPA-bent) was shown in batch experiments to have the greatest sorption capacities for 1,2,4-trichlorobenzene, trichloroethylene, and methyl
Jeffrey T Auletta et al.
Chemico-biological interactions, 187(1-3), 135-141 (2010-05-25)
Acetylcholinesterase (AChE) contains a narrow and deep active site gorge with two sites of ligand binding, an acylation site (or A-site) at the base of the gorge and a peripheral site (or P-site) near the gorge entrance. The P-site contributes
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 79267-100ML | 04061832951034 |