Ethanolamine

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Ethanolamine
Names
IUPAC name
2-Aminoethan-1-ol
Other names
2-Amino-1-ethanol
2-Aminoethanol
2-Hydroxyethylamine
Colamine
Ethylolamine
Glycinol
MEA
Monoethanolamine
Olamine
β-Aminoethanol
β-Aminoethyl alcohol
β-Hydroxyethylamine
Properties
C2H7NO
H2N-CH2-CH2-OH
Molar mass 61.08 g/mol
Appearance Viscous colorless liquid
Odor Ammonia-like
Density 1.02700 g/cm3 (10 °C)
1.01643 g/cm3 (20 °C)
1.01067 g/cm3 (30 °C)
1.00277 g/cm3 (40 °C)
0.99480 g/cm3 (50 °C)
0.98675 g/cm3 (60 °C)
0.97862 g/cm3 (70 °C)
0.97040 g/cm3 (80 °C)[1][2]
Melting point 10.3 °C (50.5 °F; 283.4 K)
Boiling point 170 °C (338 °F; 443 K)
Miscible
Solubility Miscible with acetone, chloroform, ethanol, glycerin, isopropanol, methanol
Immiscible with diethyl ether, heptane, hexane
Vapor pressure 0.48 mmHg (20 °C)
Acidity (pKa) 9.50
Thermochemistry
Hazards
Safety data sheet Sigma-Aldrich
Flash point 85 °C (185 °F; 358 K)
Lethal dose or concentration (LD, LC):
1720-3320 mg/kg (rat, oral)
620 mg/kg (guinea pig, oral)
700-1475 mg/kg (mouse, oral)
1000 mg/kg (rabbit, oral)
Related compounds
Related compounds
Diethanolamine
Triethanolamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Ethanolamine or monoethanolamine is an organic chemical compound with the formula H2NCH2CH2OH. The molecule is both a primary amine and a primary alcohol, an amino alcohol.

Properties

Chemical

Ethanolamine reacts with carbon dioxide from air to form carbonate.

Physical

Ethanolamine is a viscous colorless liquid, with an ammoniacal odor, miscible with water and alcohols.

Ethanolamine forms azeotropes with various solvents, such as aniline, anisole, dibutyl ether, ethylbenzene, mesitylene, xylene, α-pinene, halobenzenes, halotoluenes, etc.[3]

Availability

Ethanolamine is sold by chemical suppliers.

Certain oven cleaners have monoethanolamine, as solution.

Preparation

Monoethanolamine is produced by reacting ethylene oxide with aqueous ammonia. The reaction also produces diethanolamine and triethanolamine. The ratio of the products can be controlled by changing the stoichiometry of the reactants.

Decarboxylation of serine will also yield ethanolamine.

Projects

Handling

Safety

Ethanolamine is mildly toxic if ingested. Inhalation and skin contact can cause severe irritation.

Ethanolamine is corrosive to some materials.

Storage

In closed plastic bottles.

Disposal

Should be mixed with a more flammable solvent and incinerated.

References

  1. Taib, Malyanah Mohd; Murugesan, Thanapalan; Journal of Chemical and Engineering Data; vol. 57; nb. 1; (2012); p. 120 - 126
  2. Taib, Malyanah Mohd; Akbar, Majid Majeed; Murugesan, Thanapalan; Journal of Molecular Liquids; vol. 190; (2014); p. 23 - 29,
  3. Horsley,L. H.; in Azeotropic Data (Advances in Chemistry Series Nr. 6) <Washington 1952> S. 69, 70

Relevant Sciencemadness threads