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Monoethanolamine
مونواتانول آمین
1Nonproprietary names
- USP–NFMonoethanolamine
2Synonyms and trade names
Ethanolamine; 2-aminoethanol; 2-hydroxyethylamine; β-aminoethyl alcohol; colamine; MEA
3Chemical name and CAS Registry Number
2-Aminoethanol · [141-43-5]
UNII 5KV86114PT · PubChem CID 700
4Empirical formula and molecular weight
C2H7NO · 61.08
5Functional category
pH adjuster, buffering agent
Typical concentrations: — · Dosage forms: Semi-solid
6Applications in pharmaceutical formulation
Used mainly as an alkalising agent and buffer, and to form soaps with fatty acids that act as emulsifiers in topical creams and lotions. It is used in parenteral preparations to form salts of acidic drugs, notably ethanolamine oleate, a sclerosing agent for varices. In cosmetics it is used as a pH adjuster in hair products.
7Description
A clear, colourless or pale yellow, moderately viscous, hygroscopic liquid with a mild ammoniacal odour. It is a strong base.
8Typical properties
- Boiling point
- ≈ 170 °C
- Melting point
- ≈ 10 °C
- Density
- ≈ 1.02 g/cm³ at 20 °C
- pKa
- ≈ 9.5 (25 °C)
- Solubility
- miscible with water, ethanol, acetone, glycerin and methanol; slightly soluble in ether and benzene
9Stability and storage conditions
Very hygroscopic and absorbs carbon dioxide from air; it darkens on exposure to air and light. Store in an airtight container, protected from light, in a cool, dry place; nitrogen blanketing may be used.
10Incompatibilities
Reacts with acids, acid chlorides, anhydrides and esters, and with aldehydes and ketones; forms soaps with fatty acids. It is corrosive to copper, aluminium and their alloys and to some rubbers. As a primary amine it can form N-nitrosamines with nitrosating agents and undergo Maillard reactions with reducing sugars.
11Method of manufacture
Produced by reacting ethylene oxide with aqueous ammonia; the mono-, di- and triethanolamines formed are separated by distillation.
12Safety
The undiluted liquid is corrosive and strongly irritant to skin, eyes and mucous membranes; at the low concentrations used in formulations, after neutralisation, irritation is much less. Skin sensitisation has been reported. Formulations should avoid conditions that favour nitrosamine formation.
13Handling precautions
Corrosive: wear chemical-resistant gloves, eye protection (face shield) and protective clothing and handle in a well-ventilated area. It is combustible; keep away from sources of ignition.
14Regulatory status
Described in the USP–NF. Used in parenteral (as ethanolamine oleate) and topical medicinal products and in cosmetics.
15Related substances
Diethanolamine; triethanolamine; meglumine; trometamol.
16Comments
In emulsions it is usually reacted in situ with a fatty acid such as stearic or oleic acid to form the emulsifying soap; the resulting systems are alkaline and incompatible with acidic ingredients. Control nitrite levels in raw materials to limit nitrosamine risk.