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
Beilstein/REAXYS Number:
3917033
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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form
liquid
Quality Level
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
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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_germany
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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