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33358-U

Supelco

trimethylanilinium hydroxide (TMAH)

0.2 M in methanol

Synonym(s):

Trimethylphenylammonium hydroxide solution, Phenyltrimethylammonium hydroxide, TMAH

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About This Item

Linear Formula:
(CH3)3N(OH)C6H5
CAS Number:
1899-02-1
Molecular Weight:
153.22
Beilstein:
3917033
MDL number:
MFCD00041899
UNSPSC Code:
12000000
PubChem Substance ID:
329754492

grade

for GC derivatization

reaction suitability

reagent type: derivatization reagent
reaction type: Esterifications

packaging

pkg of 10 × 1 mL

concentration

0.2 M in methanol

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

Trimethylanilinium hydroxide (TMAH) is an alkylating agent used effectively during esterification of carboxylic acids, etherfication of alcohols and N-alkylation of amino groups. This reagent forms N-methyl derivatives of molecules replacing hydrogen atoms attached to nitrogen.

Application

It is used to derivatize the serum sample for determination of Topiramate in Epileptic patients using GC-MS analysis.

Other Notes

Reagent for carboxylic acid methyl ester, methyl esters.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 1

Target Organs

Eyes

WGK

WGK 3

Flash Point(F)

51.8 °F

Flash Point(C)

11 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
LC23215V
LC19463V
LC18600V
LC17935V
LC17684V

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E.W. Robb and J.J. Westbrook III
Analytical Chemistry, 35, 1644-1644 (1963)
A capillary GC method using nitrogen phosphorus detection for determination of topiramate in patients with epilepsy.
Malakova, J., et al.
Chromatographia, 66, 363-367 (2007)
Vladimir Zaikin, John M. Halket
A Handbook of Derivatives for Mass Spectrometry, 218-219 (2009)
A Ranz et al.
Journal of biochemical and biophysical methods, 69(1-2), 3-14 (2006-03-28)
In the present study, a derivatization method for the determination of acidic herbicides has been investigated. This procedure involves the methylation with the quaternary ammonium salt trimethylanilinium hydroxide (TMAH) directly in the gas chromatographic auto-sampler vial for analysis by gas
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
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