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471453

Sigma-Aldrich

2-Dimethylaminoethanol

≥99.5%

Synonym(s):

N,N-Dimethyl-2-hydroxyethylamine, N,N-Dimethylethanolamine, Jeffcat DMEA

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About This Item

Linear Formula:
(CH3)2NCH2CH2OH
CAS Number:
Molecular Weight:
89.14
Beilstein:
1209235
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

100 mmHg ( 55 °C)
6.12 mmHg ( 20 °C)

Assay

≥99.5%

refractive index

n20/D 1.4294 (lit.)

bp

134-136 °C (lit.)

mp

−70 °C (lit.)

solubility

H2O: soluble

density

0.886 g/mL at 20 °C (lit.)

SMILES string

CN(C)CCO

InChI

1S/C4H11NO/c1-5(2)3-4-6/h6H,3-4H2,1-2H3

InChI key

UEEJHVSXFDXPFK-UHFFFAOYSA-N

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General description

2-Dimethylaminoethanol (deanol, DMAE) is a precursor of acetylcholine. Microwave spectral studies on DMAE have reported the following values; the rotational constants (MHz) A = 5814.0(2), B = 2214.54(2), and C = 2037.96(2) and a dipole moment of 2.56 D, with a, b, and c components (D) of 2.27(2), 0.3(1), and 1.16(5), respectively.

Application

2-Dimethylaminoethanol (deanol, DMAE) may be employed as a ligand in the copper-catalyzed amination of aryl bromides and iodides.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

104.0 °F - Seta closed cup

Flash Point(C)

40 °C - Seta closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Copper-catalyzed aryl amination in aqueous media with 2-dimethylaminoethanol ligand.
Lu Z and Twieg RJ.
Tetrahedron Letters, 46(17), 2997-3001 (2005)
Split face study on the cutaneous tensile effect of 2-dimethylaminoethanol (deanol) gel.
Uhoda I, et al.
Skin Research and Technology, 8(3), 164-167 (2002)
Occurrence and quantitative determination of 2-dimethylaminoethanol in animal tissue extracts.
C G HONEGGER et al.
Nature, 184(Suppl 8), 550-552 (1959-08-15)
Microwave spectrum and hydrogen bonding in 2-dimethylaminoethanol.
Penn RE and Birkenmeier JA
Journal of Molecular Spectroscopy, 62(3), 416-422 (1976)
Olivier Blin et al.
Psychopharmacology, 207(2), 201-212 (2009-09-17)
Dimethylaminoethanol pyroglutamate (DMAE p-Glu) is a compound resulting from the reaction between dimethylaminoethanol (an indirect precursor of acetylcholine) and pyroglutamic acid (a cyclic derivative of glutamic acid having procholinergic properties and promnesic effects in both animals and man). The present

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