391263

2-Dimethylaminoethanol

purified by redistillation, ≥99.5%

• Synonym(s): N,N-Dimethyl-2-hydroxyethylamine, N,N-Dimethylethanolamine, Jeffcat DMEA
• Linear Formula: (CH₃)₂NCH₂CH₂OH
• CAS Number: 108-01-0
• Molecular Weight: 89.14
• Beilstein/REAXYS Number: 1209235
• EC Number: 203-542-8
• MDL number: MFCD00002846
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864369
• NACRES: NA.22

Properties

• 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
• SMILES string: CN(C)CCO
• InChI: 1S/C4H11NO/c1-5(2)3-4-6/h6H,3-4H2,1-2H3
• InChI key: UEEJHVSXFDXPFK-UHFFFAOYSA-N

Description

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)

Safety Information

• pictograms: GHS02,GHS06,GHS05
• signalword: Danger
• hcodes: H226,H302 + H312,H314,H331,H335
• pcodes: P210 - P280 - P301 + P312 + P330 - P303 + P361 + P353 - P304 + P340 + P311 - P305 + P351 + P338 + P310
• 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_germany: 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