Trioctylamine is a clear and colorless chemical compound in the group of aliphatic

amine In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen Hydrogen is the chemical element wi ...

s and

tertiary amine In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such ...

Physical and chemical properties

It is a clear colorless liquid and can be converted to the amine hydrochloride etherate which is recrystallized four times from

diethyl ether Diethyl ether, or simply ether, is an organic compound in the ether class with the formula , sometimes abbreviated as (see Pseudoelement symbols). It is a colourless, highly volatile, sweet-smelling ("ethereal odour"), extremely flammable li ...

at -30 °C. Neutralization of this salt regenerates the free amine which can be distilled under high vacuum. It has the melting point of −34 °C; boiling point of 164-168 °C at 0.7 mmHg and 365-367 °C at 1 atm; density of 0.810 g/mL at 20 °C; refractive index of n20/D 1.449; flash point of >230 °F; storage temperature is below 30 °C. Trioctylamine is easily soluble in chloroform but insoluble in water. It is air sensitive. There is a safety hazard for this chemical compound. It can cause skin irritation, serious eye irritation, and respiratory irritation. It can damage fertility or the unborn child and cause damage to organs through prolonged or repeated exposure. It is very toxic to aquatic life with long lasting effects.

Applications

Trioctylamine is can be used to extract monocarboxylic acids such as acetic acid, and also precious metals. A formulation containing metoxuron mixed with an emulsion containing trioctylamine 50%, atlox 4851 B 15%, and isopropanol 35% was active as a potato defoliant. Trioctylamine can be used to extract monocarboxylic acid for equilibria and correlation of apparent reactive equilibrium constant. Liquid-liquid equilibria for aqueous solutions of carboxylic acids with trioctylamine in various diluents were determined at various trioctylamine concentrations. The loading of trioctylamine for a given carboxylic acid depends on the nature of the solute and its concentration. The apparent extraction equilibrium constants depend on the

hydrophobicity In chemistry, hydrophobicity is the physical property of a molecule that is seemingly repelled from a mass of water (known as a hydrophobe). In contrast, hydrophiles are attracted to water. Hydrophobic molecules tend to be nonpolar and, t ...

and acidity of the carboxylic acid, as well as the specific basicity of trioctylamine. Trioctylamine production can be used as a mineral extraction reagent, an extractant for nuclear reprocessing, and its use as an extractant for identification of dyes may result in its release to the environment through various waste streams.

External links

{{reflist Alkylamines Tertiary amines