N,N-Dimethylethylamine

N,N-Dimethylethylamine (DMEA), sometimes referred to as dimethylethylamine, is an organic compound with formula C4H11N. It is an industrial chemical that is mainly used in foundries as a catalyst for sand core production.[2] Dimethylethylamine is a malodorous, volatile liquid at room temperature that is excreted at greater concentrations with larger dietary intake of trimethylamine.[1] It has recently been identified as an agonist of human trace amine-associated receptor 5.[3]

N,N-Dimethylethylamine
Names
IUPAC name
Dimethyl ethyl amine
Preferred IUPAC name
N,N-Dimethyl ethyl amine
Other names
Ethyl(dimethyl)amine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.038
UNII
Properties
C4H11N
Molar mass 73.139 g·mol−1
Appearance Volatile liquid at room temp.
Density 0.7±0.1 g/cm3
Melting point −140 °C (−220 °F; 133 K)
Boiling point 36.5 °C (97.7 °F; 309.6 K)
Vapor pressure 495.4±0.1 mmHg
Acidity (pKa) 10.16 (for the conjugate acid) (H2O)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References

  1. "N,N-Dimethylethylamine". Toxnet. Hazardous Substance Data Bank. Retrieved 4 May 2014. The aim was to study the effect of trimethylamine (TMA) on the metabolism of the industrial catalyst N,N-dimethylethylamine to ascertain whether biological monitoring of industrial exposure to N,N-dimethylethylamine is compromised and excretion of the malodorous N,N-dimethylethylamine in sweat and urine is increased by dietary intake of TMA....Although the increased urinary and hidrotic excretion of N,N-dimethylethylamine may contribute to body odor problems, they were primarily due to TMA excretion, which is much the greater.
  2. "Dimethylethylamine". BASF The Chemical Company. Retrieved 4 May 2014.
  3. Wallrabenstein I, Kuklan J, Weber L, Zborala S, Werner M, Altmüller J, Becker C, Schmidt A, Hatt H, Hummel T, Gisselmann G (2013). "Human trace amine-associated receptor TAAR5 can be activated by trimethylamine". PLoS ONE. 8 (2): e54950. doi:10.1371/journal.pone.0054950. PMC 3564852. PMID 23393561.


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