2-Ethylhexanoic acid is the organic compound with the formula CH3(CH2)3CH(C2H5)CO2H.
2-Ethylhexanoic acid is a carboxylic acid that is widely used to prepare lipophilic metal derivatives that are soluble in nonpolar organic solvents.
2-Ethylhexanoic acid is a colorless viscous oil.
2-Ethylhexanoic acid is supplied as a racemic mixture.
CAS Number: 149-57-5
IUPAC Name: 2-Ethylhexanoic acid
EC Number: 205-743-6
Chemical formula: C8H16O2
Other names: 2-ETHYLHEXANOIC ACID, 149-57-5, 2-Ethylcaproic acid, Hexanoic acid, 2-ethyl-, Ethylhexanoic acid, Ethylhexoic acid, 2-Ethylhexoic acid, Butylethylacetic acid, 2-Butylbutanoic acid, 3-Heptanecarboxylic acid, Ethyl hexanoic acid, 2-ethyl-hexoic acid, 2-ethyl hexanoic acid, alpha-Ethylcaproic acid, 2-ethyl-hexanoic acid, Ethyl hexanoic acid, 2-, alpha-ethyl caproic acid, .alpha.-Ethylcaproic acid, 2-Ethyl-1-hexanoic acid, 61788-37-2, 01MU2J7VVZ, 2-EHA, 2-ETHYL HEXOIC ACID,AR, DTXSID9025293, CHEBI:89058, NSC-8881, MFCD00002675, 2-Ethylhexansaeure, 2-ethylhexanoicacid, DTXCID805293, 2-Ethylhexanoic acid, >=99%, 2-Ethylhexanoic acid, analytical standard, CAS-149-57-5, 2 ETHYL HEXANOIC ACID, CCRIS 3348, HSDB 5649, NSC 8881, Kyselina 2-ethylkapronova, EINECS 205-743-6, (+/-)-2-ETHYLHEXANOIC ACID, UNII-01MU2J7VVZ, BRN 1750468, Kyselina heptan-3-karboxylova, AI3-01371, Hexanoic acid, 2-ethyl-, (-)-, EINECS 262-971-9, 2-Ethylcapronic acid, 2-Ethyl-Hexonic acid, alpha-Ethylhexanoic acid, .alpha.-Ethylhexanoic acid, EC 205-743-6, SCHEMBL25800, 2-Ethylhexanoic acid, 99%, MLS002415695, CHEMBL1162485, WLN: QVY4 & 2, NSC8881, HMS2267F21, STR05759, 2-ETHYLHEXANOIC ACID [HSDB], Tox21_201406, Tox21_300108, LMFA01020087, AKOS009031416, AT29893, CS-W016381, SB44987, SB44994, NCGC00091324-01, NCGC00091324-02, NCGC00091324-03, NCGC00253985-01, NCGC00258957-01, SMR001252268, 1ST157439, E0120, FT-0612273, NS00010660, EN300-20410, 1ST157439-1000, Q209384, W-109079, F0001-0703, Z104478072, 18FEB650-7573-4EA0-B0CD-9D8BED766547,
Production
2-Ethylhexanoic acid is produced industrially from propylene, which is hydroformylated to give butyraldehyde.
Aldol condensation of the aldehyde gives 2-ethylhexenal, which is hydrogenated to 2-ethylhexanal.
Oxidation of this aldehyde gives the carboxylic acid.
2-Ethylhexanoic acid forms compounds with metal cations that have stoichiometry as metal acetates. These ethylhexanoate complexes are used in organic and industrial chemical synthesis.
They function as catalysts in polymerizations as well as for oxidation reactions as "oil drying agents".
They are highly soluble in nonpolar solvents.
These metal complexes are often described as salts.
They are, however, not ionic but charge-neutral coordination complexes.
Their structures are akin to the corresponding acetates.
Widespread uses by professional workers
2-Ethylhexanoic Acid is used in the following products: anti-freeze products, laboratory chemicals and metal working fluids. 2-Ethylhexanoic Acid is used in the following areas: scientific research and development. Other release to the environment of 2-Ethylhexanoic Acid is likely to occur from: indoor use as processing aid, indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters) and outdoor use in close systems with minimal release (e.g. hydraulic liquids in automotive suspension, lubricants in motor oil and break fluids).
Formulation
2-Ethylhexanoic Acid is used in the following products: coating products.
Release to the environment of 2-Ethylhexanoic Acid can occur from industrial use: formulation of mixtures.
Uses at industrial sites
2-Ethylhexanoic Acid is used in the following products: coating products, laboratory chemicals, lubricants and greases and metal working fluids.
2-Ethylhexanoic Acid has an industrial use resulting in manufacture of another substance (use of intermediates).
Release to the environment of 2-Ethylhexanoic Acid can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates) and of substances in closed systems with minimal release.
Manufacture
Release to the environment of 2-Ethylhexanoic Acid can occur from industrial use: manufacturing of the substance.
Molar mass: 144.214 g·mol−1
Appearance: Colorless liquid
Density: 903 mg mL−1
Melting point: −59.00 °C
Boiling point: 228.1 °C
log P: 2.579
Vapor pressure: <1 Pa (at 25 °C)
Acidity (pKa): 4.819
Basicity (pKb): 9.178
Number of Hydrogen Bond Donors: 1
Number of Hydrogen Bond Acceptors: 2
Number of Turnable Bonds: 5
Heavy Atomic Count: 10
Complexity: 99.4
Number of Covalently Bonded Units: 1
Compound Canonicalized: Yes
2-Ethylhexanoic Acid is a carboxylic acid commonly used to prepare lipophilic metal derivatives soluble in non-polar organic solvents.
2-Ethylhexanoic Acid is supplied as a racemic mixture.
2-Ethylhexanoic Acid is a branched chain fatty acid.
2-Ethylhexanoic Acid is found in fruits.
2-Ethylhexanoic Acid is found in grapes
2-Ethylhexanoic Acid belongs to the Branched Fatty Acids family.
Substitutions:
Medium chain fatty acid
Branched fatty acid
Monocarboxylic acid or its derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organoxygen compound
Carbonyl group
Aliphatic acyclic compound
These are fatty acids containing a branched chain.
2-Ethylhexanoic Acid is a natural product found in Vitis vinifera and Artemisia arborescens for which data are available.
2-Ethylhexanoic Acid is a colorless to light yellow liquid with a faint odour.
2-Ethylhexanoic Acid will burn, although it will take some effort to ignite.
2-Ethylhexanoic Acid is slightly soluble in water.
2-Ethylhexanoic Acid is corrosive to metals and tissues.
2-Ethylhexanoic Acid is used to make paint driers and plasticizers.
2-Ethylhexanoic Acid, also called 2-EHA, is an organic compound commonly used to make lipophilic metal by-products that can be dissolved in mainly non-ionic organic solvents.
2-Ethylhexanoic Acid is a carboxylic acid with the formula C8H16O2, usually with a high boiling point and a faint odor.
2-Ethylhexanoic Acid is a viscous and colorless oil with one carboxylic class located on a C8 carbon chain.
2-Ethylhexanoic Acid is immiscible in water.
2-Ethylhexanoic Acid can be used in place of naphthenic acid in some applications.
Industrially, 2-Ethylhexanoic Acid is produced using propylene, which is often produced from fossil fuels and other renewable sources.
That is, 2-Ethylhexanoic Acid can be produced more effectively than naphthenic acid.
2-Ethylhexanoic Acid produces metallic compounds that are stoichiometry in the form of metal acetates.
In most cases, 2-Ethylhexanoic Acid derivatives are used in industrial and organic chemical applications.
Ethyl hexanoate complexes also act as catalysts in oxidation reactions and polymerizations (as oil drying agents).
A versatile chemical intermediate, 2-Ethylhexanoic Acid has many applications, including:
Automotive:
2-Ethylhexanoic Acid is used to produce lubricants and corrosion inhibitors for automotive coolants.
2-Ethylhexanoic Acid also serves as wood preservatives and makes lubricant additives as well as synthetic lubricants.
2-Ethylhexanoic Acid is also used in the manufacture of PVC heat stabilizers, PVB film plasticizers, metal soaps for paint dryers, and other chemicals.
Lubricants:
2-Ethylhexanoic Acid is widely used as a raw material for polyesters applied in esters in Polyvinyl butyral (PVB) film plasticizers and synthetic oils.
Metal salts of 2-Ethylhexanoic Acid are used in the preparation of synthetic lubricant additives used in various industrial lubricant applications.
Coatings:
2-Ethylhexanoic Acid is widely used in coating applications to improve performance and resistance.
2-Ethylhexanoic Acid produces alkyd resins that help improve yellowing resistance better than ordinary fatty acids.
This monomer is ideal for baking enamels and 2-component coatings.
2-Ethylhexanoic Acid can also be used in other applications including polyurethane, wood preservatives and catalyst for pharmaceuticals.
Cosmetics:
The chemicals in 2-Ethylhexanoic Acid are reported to have cosmetic use to produce emollients and skin creams.
2-Ethylhexanoic Acid is widely used in hair care products, hand creams, face creams, body lotions and make-up products such as foundation, concealer and hair care products.
Plastics:
2-Ethylhexanoic Acid is also used in the production of polyvinyl chloride (PVC) stabilizers and Polyvinyl butyral (PVB) plasticizers in the form of metal salts.
2-Ethylhexanoic Acid reacts with metallic components such as manganese and cobalt to produce metallic salt derivatives.
2-Ethylhexanoic Acid is a colorless to light yellow, liquid organic compound.
2-Ethylhexanoic Acid is widely used in the preparation of metal derivatives soluble in non-polar organic solvents.
This flammable carboxylic acid is used by paint driers and to make plasticizers.
2-Ethylhexanoic Acid is highly corrosive to metals and tissues and is flammable, but difficult to ignite.
2-Ethylhexanoic Acid is used in the production of adhesives and sealing chemicals, corrosion inhibitors and limescale inhibitors, intermediates, lubricants and lubricant additives, paint and coating additives and process regulators.
2-Ethylhexanoic Acid is a dense, clear, colorless, high boiling liquid.
2-Ethylhexanoic Acid is the most produced commercial aliphatic carboxylic acid.
2-Ethylhexanoic Acid is a carboxylic acid commonly used to prepare lipophilic metal derivatives soluble in non-polar organic solvents.
2-Ethylhexanoic Acid is a colorless viscous oil.
2-Ethylhexanoic Acid is supplied as a racemic mixture.
2-Ethylhexanoic Acid is a colorless, high boiling liquid with a slight odour.
The metallic salts of 2-Ethylhexanoic Acid are used as driers for odorless paints, inks, varnishes and enamels.
2-Ethylhexanoic Acid is generally used to produce metal derivatives dissolved in non-polar organic solvents.
2-Ethylhexanoic Acid is a chemical intermediate used in esters for Polyvinylbutyral film plasticizers and synthetic lubricants, metal salts for paint dryers, automotive coolants.
2-Ethylhexanoic Acid is a chemical intermediate used, for example, as a compound in the manufacture of synthetic lubricants as well as oil additives.
2-Ethylhexanoic Acid, also known as 2-ethylhexanoate or synesto b, belongs to the class of organic compounds known as medium chain fatty acids.
These are fatty acids with an aliphatic tail containing 4 to 12 carbon atoms.
2-Ethylhexanoic Acid is used in the preparation of metal derivatives that act as catalysts in polymerization reactions.
For example, tin 2-ethylhexanoate is used in the production of poly(lactic-co-glycolic acid).
2-Ethylhexanoic Acid is also used as a stabilizer for polyvinyl chlorides.
2-Ethylhexanoic Acid is also involved in solvent extraction and paint granulation.
In addition, 2-Ethylhexanoic Acid is used to prepare plasticizers, lubricants, detergents, flotation aids, corrosion inhibitors and alkyd resins.
In addition, 2-Ethylhexanoic Acid acts as a catalyst for polyurethane foaming.
Other areas of application:
Dryer to speed up the drying process in paint
PVC Stabilizers to prevent heat decomposition
Automotive & amp; PVB film laminated safety glass for construction applications
Base stock to carry HFC (the type of refrigerant used in refrigerators and air conditioning compressors)
Emollients for moisturizing effect in cosmetics and skin care products
Medicines (Antibiotic APIs)
Acid chlorides, alkyd resins, catalysts, automotive coolants, etc. including others
2-Ethylhexanoic Acid is supplied as a racemic mixture.
2-Ethylhexanoic Acid is found in fruits.
2-Ethylhexanoic Acid is found in grapes
2-Ethylhexanoic Acid is a colorless to light yellow liquid with a faint odour.
2-Ethylhexanoic Acid is slightly soluble in water.
2-Ethylhexanoic Acid is used to make paint driers and plasticizers.
2-Ethylhexanoic Acid is a commonly used substance to make lipophilic metal byproducts that are soluble in nonionic organic solvents.
2-Ethylhexanoic Acid is a viscous and colorless oil.
2-Ethylhexanoic Acid can be used instead of naphthenic acid
2-Ethylhexanoic Acid is also used in the production of PVB film plasticizers.
2-Ethylhexanoic Acid is widely used in coating applications to improve performance and resistance.
2-Ethylhexanoic Acid is widely used in hair care products, hand creams, face creams, body lotions and make-up products such as foundation, concealer and hair care products.
2-Ethylhexanoic Acid is also used in the production of butyral (PVB) plasticizers
2-Ethylhexanoic Acid is widely used in the preparation of metal derivatives soluble in non-polar organic solvents.
2-Ethylhexanoic Acid is used in the manufacture of adhesive and sealing chemicals, corrosion inhibitors and anti-limescale agents, intermediates, lubricants and lubricating additives, paint and coating additives, process regulators.
2-Ethylhexanoic Acid is a colorless, high boiling liquid with a slight odour.