Diethanolamine

Diethanolamine, often abbreviated as DEA or DEOA, is an organic compound with the formula HN(CH2CH2OH)2. Pure diethanolamine is a white solid at room temperature, but its tendencies to absorb water and to supercool often results in it being found in a colorless, viscous liquid state. Diethanolamine is polyfunctional, being a secondary amine and a diol. Like other organic amines, diethanolamine acts as a weak base. Reflecting the hydrophilic character of the secondary amine and hydroxyl groups, DEA is soluble in water. Amides prepared from DEA are often also hydrophilic. In 2013, the chemical was classified by the International Agency for Research on Cancer as "possibly carcinogenic to humans" (Group 2B).

Diethanolamine
Names
Preferred IUPAC name
2,2′-Azanediyldi(ethan-1-ol)
Other names
  • Bis(hydroxyethyl)amine
  • N,N-Bis(2-hydroxyethyl)amine
  • 2,2'-Dihydroxydiethylamine
  • β,β'-Dihydroxydiethylamine
  • Diolamine
  • 2-[(2-Hydroxyethyl)amino]ethanol
  • 2,2'-Iminobisethanol
  • Iminodiethanol
  • Di(2-hydroxyethyl)amine
  • bis(2-Hydroxyethyl)amine
  • 2,2'-Iminodiethanol
Identifiers
3D model (JSmol)
3DMet
605315
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.517
EC Number
  • 203-868-0
KEGG
MeSH diethanolamine
PubChem CID
RTECS number
  • KL2975000
UNII
  • InChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2 Y
    Key: ZBCBWPMODOFKDW-UHFFFAOYSA-N Y
SMILES
  • OCCNCCO
Properties
C4H11NO2
Molar mass 105.137 g·mol−1
Appearance Colourless crystals
Odor Ammonia odor
Density 1.097 g·mL−1
Melting point 28.00 °C; 82.40 °F; 301.15 K
Boiling point 271.1 °C; 519.9 °F; 544.2 K
Miscible
log P -1.761
Vapor pressure <1 Pa (at 20 °C)
UV-vis (λmax) 260 nm
Refractive index (nD)
1.477
Thermochemistry
137 J·K−1·mol−1
Std enthalpy of
formation fH298)
−496.4 – −491.2 kJ·mol−1
−26.548 – −26.498 MJ·kmol−1
Hazards
GHS labelling:
Danger
H302, H315, H318, H373
P280, P305+P351+P338
Flash point 138 °C (280 °F; 411 K)
365 °C (689 °F; 638 K)
Explosive limits 1.6–9.8%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
  • 120 mg·kg−1 (intraperitoneal, rat)
  • 710 mg·kg−1 (oral, rat)
  • 778 mg·kg−1 (intravaneous, rat)
  • 12.2 g·kg−1 (dermal, rabbit)
NIOSH (US health exposure limits):
PEL (Permissible)
None
REL (Recommended)
TWA: 3 ppm (15 mg/m3)
IDLH (Immediate danger)
N.D.
Safety data sheet (SDS) sciencelab.com
Related compounds
Related alkanols
Related compounds
Diethylhydroxylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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