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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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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)
Copper-catalyzed aryl amination in aqueous media with 2-dimethylaminoethanol ligand.
Lu Z and Twieg RJ.
Tetrahedron Letters, 46(17), 2997-3001 (2005)
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)
Jörn Schmaljohann et al.
Nuclear medicine and biology, 38(2), 165-170 (2011-02-15)
2-[(18)F]Fluoroethyl-choline ([(18)F]FECH) is a promising tracer for the detection of prostate cancer as well as brain tumors with positron emission tomography (PET). [(18)F]FECH is actively transported into mammalian cells, becomes phosphorylated by choline kinase and gets incorporated into the cell

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