Ethanolamine

Title: Ethanolamine
CAS Registry Number: 141-43-5
CAS Name: 2-Aminoethanol
Additional Names: monoethanolamine; b-aminoethyl alcohol; 2-hydroxyethylamine; b-hydroxyethylamine; ethylolamine; colamine
Molecular Formula: C2H7NO
Molecular Weight: 61.08
Percent Composition: C 39.33%, H 11.55%, N 22.93%, O 26.19%
Line Formula: HOCH2CH2NH2
Literature References: Prepd on a large scale by ammonolysis of ethylene oxide: Knorr, Ber. 30, 909 (1897); FR 650574 (1928 to I. G. Farben); Reid, Lewis, US 1904013 (1933 to Carbide & Carbon); Schwoegler, Olin, US 2373199 (1945 to Sharples). Also from nitromethane and formaldehyde: Ullmanns Encyklopädie der technischen Chemie 3, 102 (3rd ed., 1953). Manuf: Faith, Keyes & Clark's Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley-Interscience, New York, 4th ed., 1975) pp 339-344. Toxicity: H. F. Smyth et al., J. Ind. Hyg. Toxicol. 23, 259 (1941).
Properties: Viscous, hygroscopic liq. Ammoniacal odor. Absorbs CO2. d425 1.0117; d440 0.9998; d460 0.9844. One gallon weighs 8.45 lbs in the U.S.A. Viscosity at 25°: 18.95 cP; at 60°: 5.03 cP. mp 10.3°. bp760 170.8°; bp12 70-72°. Strong base. pKa at 25°: 9.4. pH of 25% aq soln: 12.1; of 0.1N aq soln: 12.05. nD20 1.4539. Dipole moment 2.27. Flash pt 195°F. Misc with water, methanol, acetone. Soly at 25°: benzene 1.4%; ether 2.1%; carbon tetrachloride 0.2%; n-heptane <0.1%. LD50 orally in rats: 10.20 g/kg (Smyth).
Melting point: mp 10.3°
Boiling point: bp760 170.8°; bp12 70-72°
Flash point: Flash pt 195°F
pKa: pKa at 25°: 9.4
Index of refraction: nD20 1.4539
Density: d425 1.0117; d440 0.9998; d460 0.9844
Toxicity data: LD50 orally in rats: 10.20 g/kg (Smyth)
Derivative Type: Hydrochloride
Molecular Formula: C2H7NO.HCl
Molecular Weight: 97.54
Percent Composition: C 24.63%, H 8.27%, N 14.36%, O 16.40%, Cl 36.35%
Properties: Deliquesc crystals from alc, mp 75-77°.
Melting point: mp 75-77°
Derivative Type: Oleate
CAS Registry Number: 2272-11-9
Trademarks: Antivariz; Esclerosina; Ethamolin (Schwarz)
Molecular Formula: C2H7NO.C18H34O2
Molecular Weight: 343.54
Percent Composition: C 69.92%, H 12.03%, N 4.08%, O 13.97%
Literature References: Use as a sclerosing agent: S. E. Hedberg et al., Am. J. Surg. 143, 426 (1982).
CAUTION: Potential symptoms of overexposure to ethanolamine are irritation of eyes, skin, respiratory system; lethargy. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 128.
Use: To remove CO2 and H2S from natural gas and other gases; in the synthesis of surface active agents; in polishes, hair waving solns, in emulsifiers; as softening agent for hides; dispersing agent for agricultural chemicals. Is reacted with other substances to form an accelerator in the manuf of antibiotics. Pharmaceutic aid (surfactant).
Therap-Cat: Oleate as sclerosing agent.
Keywords: Sclerosing Agent.
Ethaverine Ethebenecid Ethenzamide Ethephon Ethiazide

Ethanolamine
Ethanolamine-2D-skeletal-B.png
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Identifiers
CAS number 141-43-5 YesY
PubChem 700
ChemSpider 13835336 YesY
UNII 5KV86114PT YesY
EC number 205-483-3
DrugBank DB03994
KEGG D05074 YesY
ChEBI CHEBI:16000 YesY
ChEMBL CHEMBL104943 YesY
RTECS number KJ5775000
Jmol-3D images Image 1
Properties
Molecular formula C2H7NO
Molar mass 61.08 g mol−1
Appearance Viscous colourless liquid with ammonia odour
Density 1.012 g/cm3
Melting point 10.3 °C; 50.5 °F; 283.4 K
Boiling point 170 °C; 338 °F; 443 K
Solubility in water Miscible
Vapor pressure 64 Pa (20 °C)[1]
Acidity (pKa) 9.50[2]
Refractive index (nD) 1.4539 (20 °C)[3]
Hazards
MSDS JT Baker
R-phrases R20, R34, R36/37/38
S-phrases S26, S27, S36/37, S39, S45
NFPA 704
NFPA 704.svg
2
3
0
Flash point 85 °C (closed cup)
Autoignition temperature 410 °C
Explosive limits 5.5 - 17%
U.S. Permissible
exposure limit (PEL)
3 ppm
Related compounds
Related compounds N-Methylethanolamine
diethanolamine
triethanolamine
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Ethanolamine, also called 2-aminoethanol or monoethanolamine (often abbreviated as ETA or MEA), is an organic chemical compound that is both a primary amine and a primary alcohol (due to a hydroxyl group). Like other amines, monoethanolamine acts as a weak base. Ethanolamine is a toxic, flammable, corrosive, colorless, viscous liquid with an odor similar to that of ammonia.

Ethanolamine is commonly called monoethanolamine or MEA in order to be distinguished from diethanolamine (DEA) and triethanolamine (TEA). Ethanolamine is the second-most-abundant head group for phospholipids, substances found in biological membranes, and is also used in messenger molecules such as palmitoylethanolamide, which has an effect on CB1 receptors.[4]

The term ethanolamines (plural) is a group of amino alcohols. A class of antihistamines is identified as ethanolamines, which includes carbinoxamine, clemastine, dimenhydrinate, diphenhydramine, and doxylamine.[5]