Dimethylethanolamine

Dimethylethanolamine
Names
	IUPAC name 2-(Dimethylamino)ethanol
	Other names deanol, dimethylaminoethanol, dimethylaminoethanol
Identifiers
CAS Number	108-01-0 ;
3D model (JSmol)	Interactive image;
Abbreviations	DMAE, DMEA
Beilstein Reference	1209235
ChEBI	CHEBI:271436 ;
ChEMBL	ChEMBL1135 ;
ChemSpider	13854944 ;
ECHA InfoCard	100.003.221
EC Number	203-542-8;
KEGG	D07777 ;
MeSH	Deanol
PubChem CID	7902;
RTECS number	KK6125000;
UNII	2N6K9DRA24 ;
UN number	2051
CompTox Dashboard (EPA)	DTXSID2020505 ;
	InChI InChI=1S/C4H11NO/c1-5(2)3-4-6/h6H,3-4H2,1-2H3 Key: UEEJHVSXFDXPFK-UHFFFAOYSA-N ;
	SMILES CN(C)CCO;
Properties
Chemical formula	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)
Basicity (pKb)	4.77 (at 20 °C)
Refractive index (nD)	1.4294
Pharmacology
ATC code	N06BX04 (WHO)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H312, H314, H332
Precautionary statements	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)	1.214 g kg−1 (dermal, rabbit); 2 g kg−1 (oral, rat);
Related compounds
Related alkanols	N-Methylethanolamine; Diethylethanolamine; Diethanolamine; N,N-Diisopropylaminoethanol; Methyl diethanolamine; Triethanolamine; Bis-tris methane;
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

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. It is prepared by the ethoxylation of dimethylamine.^[2]

Industrial uses

It is a precursor to other chemicals, such as the nitrogen mustard 2-dimethylaminoethyl chloride.^[3] The acrylate ester is used as a flocculating agent.

Related compounds are used in gas purification, e.g. removal of hydrogen sulfide from sour gas streams.

Nutraceutical uses

The bitartrate salt of DMAE, i.e. 2-dimethylaminoethanol (+)-bitartrate, is sold as a dietary supplement.^[4] It is a white powder providing 37% DMAE.^[5]

References

^ Littel, RJ; Bos, M; Knoop, GJ (1990). "Dissociation constants of some alkanolamines at 293, 303, 318, and 333 K" (PDF). Journal of Chemical and Engineering Data. 35 (3): 276–77. doi:10.1021/je00061a014. INIST 19352048.
^ "Ethanolamines and Propanolamines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. 2002. doi:10.1002/14356007.a10_001. ISBN 978-3527306732. {{cite encyclopedia}}: Cite uses deprecated parameter |authors= (help)
^ Ashford's Dictionary of Industrial Chemicals, 3rd edition, 2011, ISBN 978-0-9522674-3-0, p. 3294.
^ Karen E. Haneke & Scott Masten, 2002, "Dimethylethanolamine (DMAE) [108-01-0] and Selected Salts and Esters: Review of Toxicological Literature (Update)," Report on National Institute of Environmental Health Sciences Contract No. N01-ES-65402, November 2002, from Contractee Integrated Laboratory Systems, Research Triangle Park, North Carolina 27709, see [1], accessed 30 April 2015.
^ Sigma Aldrich: Safety Data Sheet: 2-Dimethylaminoethanol (+)-bitartrate

Template:Nootropics

[1] Littel, RJ; Bos, M; Knoop, GJ (1990). "Dissociation constants of some alkanolamines at 293, 303, 318, and 333 K" (PDF). Journal of Chemical and Engineering Data. 35 (3): 276–77. doi:10.1021/je00061a014. INIST 19352048.

[Ullmann-2] "Ethanolamines and Propanolamines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. 2002. doi:10.1002/14356007.a10_001. ISBN 978-3527306732. {{cite encyclopedia}}: Cite uses deprecated parameter |authors= (help)

[3] Ashford's Dictionary of Industrial Chemicals, 3rd edition, 2011, ISBN 978-0-9522674-3-0, p. 3294.

[4] Karen E. Haneke & Scott Masten, 2002, "Dimethylethanolamine (DMAE) [108-01-0] and Selected Salts and Esters: Review of Toxicological Literature (Update)," Report on National Institute of Environmental Health Sciences Contract No. N01-ES-65402, November 2002, from Contractee Integrated Laboratory Systems, Research Triangle Park, North Carolina 27709, see [1], accessed 30 April 2015.

[5] Sigma Aldrich: Safety Data Sheet: 2-Dimethylaminoethanol (+)-bitartrate

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v t e Dietary supplements
Types	Bodybuilding supplement Energy drink Energy bar Fatty acids Herbal supplements Minerals Prebiotics Probiotics (Lactobacillus Bifidobacterium) Protein supplements Vitamins
Vitamins and chemical elements ("minerals")	Retinol (Vitamin A) B vitamins Thiamine (B₁) Riboflavin (B₂) Niacin (B₃) Pantothenic acid (B₅) Pyridoxine (B₆) Biotin (B₇) Folic acid (B₉) Cyanocobalamin (B₁₂) Ascorbic acid (Vitamin C) Ergocalciferol and Cholecalciferol (Vitamin D) Tocopherol (Vitamin E) Naphthoquinone (Vitamin K) Calcium Choline Chromium Cobalt Copper Fluorine Iodine Iron Magnesium Manganese Molybdenum Phosphorus Potassium Selenium Sodium Sulfur Zinc
Other common ingredients	AAKG β-hydroxy β-methylbutyrate Carnitine Chondroitin sulfate Cod liver oil Copper gluconate Creatine Dietary fiber Echinacea Ephedra Fish oil Folic acid Ginseng Glucosamine Glutamine Grape seed extract Guarana Iron supplements Japanese honeysuckle Krill oil Lingzhi Linseed oil Lipoic acid Milk thistle Melatonin Red yeast rice Royal jelly Saw palmetto Spirulina St John's wort Taurine Wheatgrass Wolfberry Yohimbine Zinc gluconate
Related articles	Codex Alimentarius Enzyte Hadacol Herbal tea Nutraceutical Multivitamin Nutrition

Industrial uses

Nutraceutical uses

See also

References