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Trimethylphenylammonium hydroxide solution

~0.5 M (CH3)3N(OH)C6H5 in methanol, for GC derivatization, LiChropur™

Synonym(s):

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:
329768356
NACRES:
NA.22

grade

for GC derivatization

Quality Level

100

form

liquid

quality

LiChropur™

reaction suitability

reagent type: derivatization reagent
reaction type: Esterifications

concentration

~0.5 M (CH3)3N(OH)C6H5 in methanol

technique(s)

gas chromatography (GC): suitable

impurities

≤0.2% halides (as chloride)

storage temp.

2-8°C

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 (TMAH) is a methylating reagent.

Application

Learn more in the Product Information
Suitable for the derivatization of amino acids, n-methyl and n-aryl carbamates and fatty acids, clonidine, and substituted phenylureas.
TMAH may be used as a 0.1 mole/litre solution in methanol to determine plasma concentrations of carbamazepine and other anticonvulsant drugs, including phenobarbital, diphenylhydantoin, primidone, and mephenytoin using Gas-Liquid Chromatography.

Other Notes

Reagent for n-methyl and methyl esters.
Sales restrictions may apply

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - 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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF7109
STBJ1243
STBH7120
STBG9018
STBF8692V

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Simultaneous determination of carbamazapine ("Tegretol") and other anticonvulsants in human plasma by gas-liquid chromatography.
J C Roger et al.
Clinical chemistry, 19(6), 590-592 (1973-06-01)
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
Alec N Salt et al.
Hearing research, 232(1-2), 78-86 (2007-07-31)
Local delivery of drugs to the inner ear is increasingly being used in both clinical and experimental studies. Although direct injection of drugs into perilymph appears to be the most promising way of administering drugs quantitatively, no studies have yet
Anthony A Mikulec et al.
Otology & neurotology : official publication of the American Otological Society, American Neurotology Society [and] European Academy of Otology and Neurotology, 30(2), 131-138 (2009-01-31)
Drugs applied to the middle ear enter perilymph through the bony otic capsule. Drugs applied intratympanically in humans are thought to enter the cochlea primarily through the round window membrane (RWM). Local drug treatments of the ear are commonly evaluated
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