Trimethylamine N-oxide

Trimethylamine N-oxide
  • CAS No.:1184-78-7
Other grades of this product :
Trimethylamine N-oxide Basic information
Product Name:Trimethylamine N-oxide
Synonyms:n,n-dimethyl-methanaminn-oxide;TMAO;Trimethylamine oxide;trimethyloxamine;Triox;TRIMETHYLAMINE N-OXIDE;TRIMETHYLAMINE OXIDE HYDROCHLORIDE;TRIMETHYLAMINE N-OXIDE HYDROCHLORIDE
CAS:1184-78-7
MF:C3H9NO
MW:75.11
EINECS:214-675-6
Product Categories:Oxidation;Synthetic Organic Chemistry
Mol File:1184-78-7.mol
Trimethylamine N-oxide Chemical Properties
Melting point 220-222 °C (lit.)
Boiling point 133.8°C (rough estimate)
density 0.9301 (rough estimate)
vapor pressure 23.5Pa at 20℃
refractive index 1.4698 (estimate)
FEMA 4245 | TRIMETHYLAMINE OXIDE
storage temp. Hygroscopic, Room Temperature, under inert atmosphere
solubility Chloroform, DMSO, Methanol (Slightly)
pka4.65(at 25℃)
form Solid
color Pale Yellow
Water Solubility 793g/L at 24.5℃
Merck 14,9711
JECFA Number1614
Stability:Hygroscopic
LogP-2.79
EPA Substance Registry SystemMethanamine, N,N-dimethyl-, N-oxide (1184-78-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Trimethylamine N-oxide Usage And Synthesis
DescriptionTrimethylamine N-oxide (TMAO) is a metabolite of choline, phosphatidylcholine, and L-carnitine . It is formed by gut microbiota-mediated metabolism of choline, phosphatidylcholine, and L-carnitine to TMA followed by oxidation of TMA by flavin-containing monooxygenase 3 (FMO3) in the liver. Dietary administration of TMAO (0.12% w/w) increases renal tubulointerstitial fibrosis, collagen deposition, and Smad3 phosphorylation in mice and increases aortic lesion area in atherosclerosis-prone ApoE-/- mice. Plasma levels of TMAO are elevated in patients with chronic kidney disease and decreased in patients with active, compared with inactive, ulcerative colitis. Elevated plasma levels of TMAO are associated with increased risk of cardiovascular disease.
Chemical PropertiesWhite crystalline powder
Chemical PropertiesColorless to yellow solid; odorless.
UsesTrimethylamine?N-oxide can be used:
  • As a demetallation?and decarbonylation?reagent for organometallic compounds.
  • To prepare azomethine ylide by reaction with lithium di-isopropylamide. This, in turn, may be reacted with simple alkenes to obtain corresponding pyrrolidines.
  • To mediate the conversion of thiols to disulfides.
DefinitionChEBI: An N-oxide derived from triethylamine.
General DescriptionTrimethylamine?N-oxide is an organic compound that belongs to the class of amine oxides. It is generally found in the tissues of marine organisms, wherein it helps protect them from harsh conditions like salinity, hydrostatic pressure, temperature, and high urea.
Flammability and ExplosibilityNotclassified
Trimethylamine N-oxide Preparation Products And Raw materials
Raw materialsToluene-->Hydrogen peroxide-->Trimethylamine
Preparation ProductsN,N'-Dimethylpiperazine-->2-DIMETHYLAMINOMETHYLPHENOL (CONTAINS PHENOL)-->(1-methylpyrrolidin-3-yl)methanol

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