Dimethylethanolamine (DMAE or DMEA) is an organic compound with the formula (CH3)2NCH2CH2OH. It is bifunctional, containing both a tertiary amine and primary alcohol functional groups. It is a colorless viscous liquid. It is used in skin care products for improving skin tone and also taken orally as a nootropic. It is prepared by the ethoxylation of dimethylamine.[2]
Names | |
---|---|
Preferred IUPAC name
2-(Dimethylamino)ethan-1-ol | |
Other names
| |
Identifiers | |
| |
3D model (JSmol)
|
|
Abbreviations | DMAE, DMEA |
1209235 | |
ChEBI |
|
ChEMBL |
|
ChemSpider |
|
ECHA InfoCard | 100.003.221 |
EC Number |
|
KEGG |
|
MeSH | Deanol |
PubChem CID
|
|
RTECS number |
|
UNII |
|
UN number | 2051 |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C4H11NO | |
Molar mass | 89.138 g·mol−1 |
Appearance | Colourless liquid |
Odor | Fishy, ammoniacal |
Density | 890 mg mL−1 |
Melting point | −59.00 °C; −74.20 °F; 214.15 K |
Boiling point | 134.1 °C; 273.3 °F; 407.2 K |
log P | −0.25 |
Vapor pressure | 816 Pa (at 20 °C) |
Acidity (pKa) | 9.23 (at 20 °C)[1] |
Basicity (pKb) | 4.77 (at 20 °C) |
Refractive index (nD)
|
1.4294 |
Pharmacology | |
N06BX04 (WHO) | |
Hazards | |
GHS labelling: | |
Danger | |
H226, H302, H312, H314, H332 | |
P280, P305+P351+P338, P310 | |
Flash point | 39 °C (102 °F; 312 K) |
Explosive limits | 1.4–12.2% |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
|
Related compounds | |
Related alkanols
|
|
Related compounds
|
Diethylhydroxylamine |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is ?)
Infobox references
|
Dimethylaminoethanol is used as a curing agent for polyurethanes and epoxy resins. It is a precursor to other chemicals, such as the nitrogen mustard 2-dimethylaminoethyl chloride.[3] The acrylate ester, dimethylaminoethyl acrylate is used as a flocculating agent.[4]
Related compounds are used in gas purification, e.g. removal of hydrogen sulfide from sour gas streams.
The bitartrate salt of DMAE, i.e. N,N-dimethylethanolamine bitartrate, is sold as a dietary supplement.[5] It is a white powder providing 37% DMAE.[6]
Animal tests show possible benefit for improving spatial memory[7] and working memory.[8]
{{cite book}}
: |website=
ignored (help)