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Merck
CN

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:
12352200
PubChem Substance ID:
329754492

Key Documents

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grade

derivatization grade ((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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup

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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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)
E.W. Robb and J.J. Westbrook III
Analytical Chemistry, 35, 1644-1644 (1963)
Vladimir Zaikin, John M. Halket
A Handbook of Derivatives for Mass Spectrometry, 218-219 (2009)
Robert Mynatt et al.
Journal of the Association for Research in Otolaryngology : JARO, 7(2), 182-193 (2006-05-24)
Local applications of drugs to the inner ear are increasingly being used to treat patients' inner ear disorders. Knowledge of the pharmacokinetics of drugs in the inner ear fluids is essential for a scientific basis for such treatments. When auditory
Anthony A Mikulec et al.
Otology & neurotology : official publication of the American Otological Society, American Neurotology Society [and] European Academy of Otology and Neurotology, 29(7), 1020-1026 (2008-09-02)
Intratympanic drug delivery has become widely used in the clinic, but little is known regarding how clinically used drug preparations affect round window membrane (RWM) permeability or how much drug is actually delivered to the cochlea. This study evaluated the
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