Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Ethanolamine (2-aminoethanol, monoethanolamine, ETA, or MEA) is a naturally occurring organic chemical compound with the formula HOCH 2CH 2NH 2 or C 2H 7NO.[8] The molecule is bifunctional, containing both a primary amine and a primary alcohol. Ethanolamine is a colorless, viscous liquid with an odor reminiscent of ammonia.[9]
Ethanolamine is commonly called monoethanolamine or MEA in order to be distinguished from diethanolamine (DEA) and triethanolamine (TEA). The ethanolamines comprise a group of amino alcohols. A class of antihistamines is identified as ethanolamines, which includes carbinoxamine, clemastine, dimenhydrinate, chlorphenoxamine, diphenhydramine and doxylamine.[10]
^ abNomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 649, 717. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4. For example, the name 'ethanolamine', which is still widely used, is badly constructed because of the presence of two suffixes; it is not an alternative to the preferred IUPAC name, '2-aminoethan-1-ol'.
^"Ethanolamine MSDS" (PDF). Acros Organics. Archived from the original (PDF) on 2011-07-15.
^Hall, H.K. (1957). "Correlation of the Base Strengths of Amines". J. Am. Chem. Soc. 79 (20): 5441–4. doi:10.1021/ja01577a030.
^Reitmeier, R.E.; Sivertz, V.; Tartar, H.V. (1940). "Some Properties of Monoethanolamine and its Aqueous Solutions". Journal of the American Chemical Society. 62 (8): 1943–44. doi:10.1021/ja01865a009.
^ abcSigma-Aldrich Co., Ethanolamine. Retrieved on 2018-05-24.
^ abcNIOSH Pocket Guide to Chemical Hazards. "#0256". National Institute for Occupational Safety and Health (NIOSH).
^"Ethanolamine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^"National Library of Medicine. PubChem. Ethanolomine". NIH, National Library of Medicine. Retrieved September 5, 2021.
^Martin Ernst; Johann-Peter Melder; Franz Ingo Berger; Christian Koch (2022). "Ethanolamines and Propanolamines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_001.pub2. ISBN 978-3527306732.
^Cough, Cold, and Allergy Preparation Toxicity at eMedicine
Ethanolamine (2-aminoethanol, monoethanolamine, ETA, or MEA) is a naturally occurring organic chemical compound with the formula HOCH 2CH 2NH 2 or C 2H...
membranes. They are synthesized by the addition of cytidine diphosphate-ethanolamine to diglycerides, releasing cytidine monophosphate. S-Adenosyl methionine...
In enzymology, an ethanolamine oxidase (EC 1.4.3.8) is an enzyme that catalyzes the chemical reaction ethanolamine + H2O + O2 ⇌ {\displaystyle \rightleftharpoons...
(O-arachidonoyl ethanolamine; O-AEA) is an endocannabinoid and a nonclassic eicosanoid, derived from arachidonic acid. O-Arachidonoyl ethanolamine is arachidonic...
In enzymology, an ethanolamine kinase (EC 2.7.1.82) is an enzyme that catalyzes the chemical reaction ATP + ethanolamine ⇌ {\displaystyle \rightleftharpoons...
Phosphorylethanolamine or phosphoethanolamine is an ethanolamine derivative that is used to construct two different categories of phospholipids. One category...
known as piroctone ethanolamine) is a compound sometimes used in the treatment of fungal infections. Piroctone olamine is the ethanolamine salt of the hydroxamic...
Dimenhydrinate is a theoclate salt composed of diphenhydramine (an ethanolamine derivative) and 8-chlorotheophylline (a chlorinated theophylline derivative)...
fatty acids in coconut oil when reacted with ethanolamine. Cocamide MEA and other cocamide ethanolamines such as cocamide DEA are used as foaming agents...
Another industrial route to ethylenediamine involves the reaction of ethanolamine and ammonia: This process involves passing the gaseous reactants over...
Alkanolamines Methanolamine, from the reaction of ammonia with formaldehyde Ethanolamine 2-amino-2-methyl-1-propanol is a precursor to oxazolines valinol is derived...
in the form of a soluble complex with ammonia NH3 or an amine such as ethanolamine N(C2H5)H2. In any case, the copper content is usually expressed as a...
The reaction of ethylene oxide with aqueous ammonia first produces ethanolamine: C2H4O + NH3 → H2NCH2CH2OH which reacts with a second and third equivalent...
called N-(octadecanoyl)ethanolamine, is an N-acylethanolamine and the ethanolamide of octadecanoic acid (C18H36O2; 18:0) and ethanolamine (MEA: C2H7NO), and...
Choline is the parent compound of the cholines class, consisting of ethanolamine residue having three methyl groups attached to the same nitrogen atom...
bloodstream, glutamine is a source of ammonia. Ethanolamine, required for cell membranes, is the substrate for ethanolamine ammonia-lyase, which produces ammonia:...
formation of toxic cationic bis-pyridinium salt, N-retinylidene-N-retinyl-ethanolamine (A2E), which causes human dry and wet age-related macular degeneration...
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