Skip to Content
Merck
All Photos(1)

Documents

391263

Sigma-Aldrich

2-Dimethylaminoethanol

purified by redistillation, ≥99.5%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)2NCH2CH2OH
CAS Number:
108-01-0
Molecular Weight:
89.14
Beilstein:
1209235
EC Number:
203-542-8
MDL number:
MFCD00002846
UNSPSC Code:
12352100
PubChem Substance ID:
24864369
NACRES:
NA.22

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.)

SMILES string

CN(C)CCO

InChI

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

InChI key

UEEJHVSXFDXPFK-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
L E Larsson et al.
International journal of peptide and protein research, 8(1), 39-44 (1976-01-01)
A convenient scheme for the synthesis of 4,8-disubstituted vasopressins has been designed and its usefulness evaluated in the preparation of one of the parent hormones, 8-arginine-vasopressin. The main feature of the scheme involves preparation of two protected tripeptide fragments, Z-Cys(Bzl)-Tyr(Bzl)-Phe
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service