Skip to content
trimethylamine

Structure via PubChem · Public domain (PubChem)

EntityQ423953· pop 33· linked from 286 articles

trimethylamine

Sign in to save

Also known as TMA, N(CH3)3, NMe3, N,N,N-trimethylamine, tridimethylaminomethane, N,N-dimethyl-methanamine, trimethylamine anhydrous, N-trimethylamine

Trimethylamine (TMA) is an organic compound with the formula N(CH3)3. It is a trimethylated derivative of ammonia. TMA is widely used in industry. At higher concentrations it has an ammonia-like odor, and can cause necrosis of mucous membranes on contact. At lower concentrations, it has a "fishy" odor, the odor associated with rotting fish.

Chemical data

Formula
C3H9N
Molecular weight
59.11 g/mol
IUPAC name
N,N-dimethylmethanamine
SMILES
CN(C)C
InChIKey
GETQZCLCWQTVFV-UHFFFAOYSA-N
XLogP
0.3
Polar surface area
3.2 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
carbon
Mass
59.073
Show 18 more facts
found in taxon
Crataegus laevigata
vapor pressure
1454
upper flammable limit
11.6
canonical SMILES
CN(C)C
Commons category
Trimethylamine
flash point
20
lower flammable limit
2
solubility
48
NIOSH Pocket Guide ID
0636
melting point
-117.1
boiling point
2.87
ionization energy
7.82
time-weighted average exposure limit
24
short-term exposure limit
36
pKa
9.76
chemical formula
C₃H₉N
electric dipole moment
0.612
MCN code
2921.11.31
Sources (4)

via Wikidata · CC0

~5 min read

Encyclopedic overview

11 sections
Contents
  • Physical and chemical properties
  • Production
  • Industry and laboratory
  • Biosynthesis
  • Applications
  • Toxicity
  • Trimethylaminuria
  • In the history of psychoanalysis
  • See also
  • References
  • External links

Trimethylamine (TMA) is an organic compound with the formula N(CH3)3. It is a trimethylated derivative of ammonia. TMA is widely used in industry. At higher concentrations it has an ammonia-like odor, and can cause necrosis of mucous membranes on contact. At lower concentrations, it has a "fishy" odor, the odor associated with rotting fish.

== Physical and chemical properties == TMA is a colorless, hygroscopic, and flammable tertiary amine. It is a gas at room temperature but is usually sold as a 40% solution in water. It is also sold in pressurized gas cylinders.

Excerpted from Wikipedia’s “trimethylamine” article, available under the CC BY-SA 4.0 licence.