Record Information
Version1.0
Creation date2015-10-09 22:29:56 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000328
FoodDB RecordFDB011944
Chemical Information
NameTrimethylamine
DescriptionTrimethylamine, also known as NMe3 or TMA, is a nitrogenous base and can be readily protonated to give trimethylammonium cation. Trimethylammonium chloride is a hygroscopic colorless solid prepared from hydrochloric acid. Trimethylamine is a product of decomposition of plants and animals. It is the substance mainly responsible for the fishy odor often associated with fouling fish, bacterial vagina infections, and bad breath. It is also associated with taking large doses of choline (Wikipedia). Trimethylamine is an organic compound with the formula N(CH3)3. This colorless, hygroscopic, and flammable tertiary amine has a strong "fishy" odor in low concentrations and an ammonia-like odor at higher concentrations. It is a gas at room temperature but is usually sold in pressurized gas cylinders or as a 40% solution in water. Trimethylamine has a boiling point of 2.9 degree centigrade. Trimethylamine is a nitrogenous base and its positively charged cation is called trimethylammonium cation. A common salt of trimethylamine is trimethylammonium chloride, a hygroscopic colorless solid (Wikipedia). Trimethylaminuria is a genetic disorder in which the body is unable to metabolize trimethylamine from food sources. Patients develop a characteristic fish odour of their sweat, urine, and breath after the consumption of choline-rich foods. Trimethylaminuria is an autosomal recessive disorder involving a trimethylamine oxidase deficiency. Trimethylaminuria has also been observed in a certain breed of Rhode Island Red chicken that produces eggs with a fishy smell (Wikipedia). Trimethylamine in the urine is a biomarker for the consumption of legumes. Trimethylamine is found in many foods, some of which are fishes, alcoholic beverages, milk and milk products, and rice.
CAS Number75-50-3
Structure
Thumb
Synonyms
SynonymSource
(CH3)3NChEBI
(CH3)3NHbiospider
(CH3)3NH+biospider
2840-24-6 (hydrobromide)biospider
Dimethylmethaneaminebiospider
FEMA 3241db_source
HBR of trimethylaminebiospider
HCL of trimethylaminebiospider
Hi of trimethylaminebiospider
Methanamine, n,n-dimethyl-biospider
Methylamine, n,n-dimethyl-biospider
N-trimethylaminebiospider
N,n-dimethyl-methanaminebiospider
N,n-dimethylmethanaminebiospider
N,N-Dimethylmethanamine, 9CIdb_source
N,N,N-TrimethylamineChEBI
N(CH3)3ChEBI
NMe3biospider
TMAbiospider
TMLbiospider
TridimethylaminomethaneChEBI
Trimethylaminbiospider
Trimethylamine anhydrousbiospider
Trimethylamine aqueous solutionHMDB
Trimethylamine-14C hydrochloridebiospider
Trimethylamine, anhydrous [UN1083] [Flammable gas]biospider
Trimethylamine(alkyl-substituted derivatives)biospider
Trimethylammonium chloridebiospider
Chemical FormulaC3H9N
IUPAC nametrimethylamine
InChI IdentifierInChI=1S/C3H9N/c1-4(2)3/h1-3H3
InChI KeyGETQZCLCWQTVFV-UHFFFAOYSA-N
Isomeric SMILESCN(C)C
Average Molecular Weight59.1103
Monoisotopic Molecular Weight59.073499293
Chemical Taxonomy
Description belongs to the class of organic compounds known as trialkylamines. These are organic compounds containing a trialkylamine group, characterized by exactly three alkyl groups bonded to the amino nitrogen.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentTrialkylamines
Alternative Parents
Substituents
  • Tertiary aliphatic amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP0.16HANSCH,C ET AL. (1995)
Experimental Water Solubility890 mg/mL at 30 oCSCHWEIZER,AE et al. (1978)
Melting PointMp -117.2°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Toronto Research Chemicals T796175