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Merck
CN

391263

2-Dimethylaminoethanol

purified by redistillation, ≥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:
108-01-0
Molecular Weight:
89.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24864369
EC Number:
203-542-8
Beilstein/REAXYS Number:
1209235
MDL number:
MFCD00002846

Key Documents

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Product Name

2-Dimethylaminoethanol, purified by redistillation, ≥99.5%

InChI key

UEEJHVSXFDXPFK-UHFFFAOYSA-N

InChI

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

SMILES string

CN(C)CCO

vapor pressure

100 mmHg ( 55 °C)
6.12 mmHg ( 20 °C)

assay

≥99.5%

form

liquid

purified by

redistillation

refractive index

n20/D 1.4294 (lit.)

bp

134-136 °C (lit.)

mp

−70 °C (lit.)

solubility

alcohol: miscible(lit.)
water: soluble

density

0.886 g/mL at 20 °C (lit.)

functional group

amine
hydroxyl

Quality Level

100

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Application

2-Dimethylaminoethanol (deanol) may be used as a ligand in the copper-catalyzed amination of aryl bromides and iodides.
2-Dimethylaminoethanol (deanol, DMAE, DMEA) may be used in the synthesis of the following:
  • cis -[Co(sac)2(dmea)2] and cis -[Zn(sac)2(dmea)2] (sac=saccharinate)
  • heterotrinuclear complex [Cu2Zn(NH3)I3(Me2Ea)3 (HMe2Ea=2-dimethylaminoethanol)
  • 2-alkoxy-N,N-dimethylethylamine
  • mixed-metal complexes of copper(II) and lead(II)

General description

2-Dimethylaminoethanol (DMAE/deanol) is an amino alcohol. It is the main product formed during the amination of ethylene glycol by dimethylamine on alumina supported copper in a continuous fixed-bed reactor. DMAE has been reported to be the putative precursor of acetylcholine. Its effect as a skin-firming and anti-wrinkle agent has been studied. Microwave spectrum of 2-dimethylaminoethanol has been investigated. Its effect as an organic additive on deposition and anti-reflective properties of porous CaF2 has been studied. Removal of the benzyl ester groups by transesterification with 2-dimethylaminoethanol from benzyl protected tripeptides has been reported.

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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

3 - Flammable liquids

wgk

WGK 1

flash_point_f

104.0 °F - Seta closed cup

flash_point_c

40 °C - Seta closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
0000499906
0000499906
0000419553
0000419553
0000345723

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Copper catalyzed amination of ethylene glycol.
Runeberg J, et al.
Applied Catalysis, 17(2), 309-319 (1985)
Copper-catalyzed aryl amination in aqueous media with 2-dimethylaminoethanol ligand.
Lu Z and Twieg RJ.
Tetrahedron Letters, 47(17), 2997-3001 (2005)
A Mixed-metal Mixed-halide Complex Prepared from Zerovalent Copper and Lead Salts: Solution and Solid-state Chemistry.
Kovbasyuk LA, et al.
J. Chem. Res. Synop., 11, 670-671 (1999)
Role of organic additives in the sol-gel synthesis of porous CaF2 anti-reflective coatings.
Fujihara S et al
Journal of Sol-Gel Science and Technology, 24(2), 147-154 (2002)
Stimulant effect of 2-dimethylaminoethanol; possible precursor of brain acetylcholine.
C C PFEIFFER et al.
Science (New York, N.Y.), 126(3274), 610-611 (1957-09-27)
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