tetramethylammonium
Sign in to saveTetramethylammonium (TMA) is the simplest quaternary ammonium cation. It has the chemical formula and consists of four methyl groups (, denoted Me) attached to a central nitrogen atom. The cation is isoelectronic with neopentane (). It is positively-charged and can only be isolated in association with a counter-ion. Common salts include tetramethylammonium chloride and tetramethylammonium hydroxide. Tetramethylammonium salts are used in chemical synthesis and in pharmacological research. It confers no color to its salts.
Research
2,083 papers- Sleep drives metabolite clearance from the adult brain.Science (New York, N.Y.) · 2013
- Tetramethylammonium Fluoride Alcohol Adducts for S(N)Ar Fluorination.Organic letters · 2021
- Syntheses of pure tetramethylammonium peroxynitrite.Methods in enzymology · 1996
- Tetramethylammonium hydroxide poisoning.Clinical toxicology (Philadelphia, Pa.) · 2010
- Anaerobic hydrolysis of recalcitrant tetramethylammonium from semiconductor wastewater: Performance and mechanisms.Journal of hazardous materials · 2023
via PubMed
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Encyclopedic overview
9 sectionsContents
- Common nomenclature
- Occurrence
- Preparation, reactions, solution properties
- Pharmacology
- Absorption; distribution; metabolism; excretion (ADME)
- Toxicology
- Acute toxicity
- See also
- References
Tetramethylammonium (TMA) is the simplest quaternary ammonium cation. It has the chemical formula and consists of four methyl groups (, denoted Me) attached to a central nitrogen atom. The cation is isoelectronic with neopentane (). It is positively-charged and can only be isolated in association with a counter-ion. Common salts include tetramethylammonium chloride and tetramethylammonium hydroxide. Tetramethylammonium salts are used in chemical synthesis and in pharmacological research. It confers no color to its salts.
==Common nomenclature== In the toxicological literature, naturally occurring tetramethylammonium (anion unspecified) is often referred to by the name "tetramine". Unfortunately, this non-systematic or "trivial" name is also used for other chemical entities, including a toxic rodenticide (Tetramethylenedisulfotetramine). Similarly, the acronym "TMA", which is frequently used for tetramethylammonium in the pharmacological literature, may also refer to the investigational drug 3,4,5-trimethoxyamphetamine, which, being a close structural analog of mescaline, has been the subject of numerous publications.
Excerpted from Wikipedia’s “tetramethylammonium” article, available under the CC BY-SA 4.0 licence.