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:
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
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible, corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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