Trimethylamine N-oxide Property

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)

pka

4.65(at 25℃)

form 

Solid

color 

Pale Yellow

Odor

odorless

Water Solubility 

793g/L at 24.5℃

Merck 

14,9711

JECFA Number

1614

Stability:

Hygroscopic

LogP

-2.79

EPA Substance Registry System

Methanamine, N,N-dimethyl-, N-oxide (1184-78-7)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

2904.20.5000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

Trimethylamine N-oxide Chemical Properties,Usage,Production

Description

Trimethylamine 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 Properties

White crystalline powder

Chemical Properties

Colorless to yellow solid; odorless.

Uses

Trimethylamine?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.

Definition

ChEBI: An N-oxide derived from triethylamine.

General Description

Trimethylamine?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 Explosibility

Not classified