2-Octanol (octan-2-ol, 2-OH) is an
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...
with the chemical formula CH3CH(OH)(CH2)5CH3. It is a colorless oily liquid that is poorly soluble in water but soluble in most organic solvents. 2-Octanol is classified
fatty alcohol
Fatty alcohols (or long-chain alcohols) are usually high-molecular-weight, straight-chain primary alcohols, but can also range from as few as 4–6 carbons to as many as 22–26, derived from natural fats and oils. The precise chain length varies ...
. A secondary alcohol, it is
chiral
Chirality is a property of asymmetry important in several branches of science. The word ''chirality'' is derived from the Greek (''kheir''), "hand", a familiar chiral object.
An object or a system is ''chiral'' if it is distinguishable from ...
, although it is mainly encountered as a racemic mixture.
Production
2-Octanol is produced commercially by cleavage of
ricinoleic acid
Ricinoleic acid, formally called 12-hydroxy-9-''cis''-octadecenoic acid is a fatty acid. It is an unsaturated omega-9 fatty acid and a hydroxy acid. It is a major component of the seed oil obtained from mature castor plant (''Ricinus communis'' ...
. The coproduct is a mixture of
sebacic acid
Sebacic acid is a naturally occurring dicarboxylic acid with the chemical formula . It is a white flake or powdered solid. ''Sebaceus'' is Latin for tallow candle, ''sebum'' is Latin for tallow, and refers to its use in the manufacture of candles. ...
((CH
2)
8(CO
2H)
2). Castor oil, which consists mainly of ricinoleic acid, is the main feedstock.
Uses
2-Octanol is mainly used as:
* Flavor
* low-volatility
solvent
A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
: Diverses Resins (Paints & Coatings, Adhesives, Inks, etc.), Agrochemicals, Mineral Extraction, etc....
*
Defoaming agent : Pulp & Paper, Oil & Gas, Cement, Coatings, Coal, etc.
* a frother in mineral
flotation
* wetting agent
It can also be used as a chemical intermediate for production of various other chemicals:
*
Surfactants
Surfactants are chemical compounds that decrease the surface tension between two liquids, between a gas and a liquid, or interfacial tension between a liquid and a solid. Surfactants may act as detergents, wetting agents, emulsion#Emulsifiers , ...
(ethoxylates, sulfates, ether sulfates, etc.),
* Cosmetic
emollients
A moisturizer, or emollient, is a cosmetic preparation used for protecting, moisturizing, and lubricating the skin. These functions are normally performed by sebum produced by healthy skin. The word "emollient" is derived from the Latin verb ''mo ...
esters
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are ...
(palmitate, adipate, maleate, stearate, myristate, etc.),
*
Plasticizers
A plasticizer ( UK: plasticiser) is a substance that is added to a material to make it softer and more flexible, to increase its plasticity, to decrease its viscosity, and/or to decrease friction during its handling in manufacture.
Plasticiz ...
(acrylates, maleates, etc.),
*
Pesticides
Pesticides are substances that are meant to control pests. This includes herbicide, insecticide, nematicide, molluscicide, piscicide, avicide, rodenticide, bactericide, insect repellent, animal repellent, microbicide, fungicide, and lampric ...
: Dinocap
* Lubricants:
Zinc dithiophosphate
Zinc dialkyldithiophosphates (often referred to as ZDDP) are a family of coordination compounds developed in the 1940s that feature zinc bound to the anion of a dialkyldithiophosphoric salt (e.g., ammonium diethyl dithiophosphate). These uncharg ...
(ZDDP)
* Fragrances (salicylate)
*Used in the manufacturing of
perfume
Perfume (, ; french: parfum) is a mixture of fragrant essential oils or aroma compounds (fragrances), fixatives and solvents, usually in liquid form, used to give the human body, animals, food, objects, and living-spaces an agreeable scent. Th ...
s and
disinfectant soaps
*Used to prevent foaming and as a solvent for fats and
wax
Waxes are a diverse class of organic compounds that are lipophilic, malleable solids near ambient temperatures. They include higher alkanes and lipids, typically with melting points above about 40 °C (104 °F), melting to giv ...
es
*Used to examine and control Essential Tremor and other types of involuntary neurological tremors
See also
*
1-Octanol
1-Octanol, also known as octan-1-ol, is the organic compound with the molecular formula CH3(CH2)7OH. It is a fatty alcohol. Many other isomers are also known generically as octanols. 1-Octanol is manufactured for the synthesis of esters for use ...
Notes
References
# http://www.agrobiobase.com/fr/annuaire/bioproduits/chimie-formulation-synthese/2-octano
{{DEFAULTSORT:Octanol, 2-
Fatty alcohols
Alkanols