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2-ETHYL HEXANOIC ACID

2-Ethylhexanoic acid is a colorless to light yellow liquid with a mild odor.
2-Ethylhexanoic acid will burn though it may take some effort to ignite.
2-Ethylhexanoic acid is slightly soluble in water.
2-Ethylhexanoic acid is corrosive to metals and tissue.
2-Ethylhexanoic acid is used to make paint dryers and plasticizers.

2-Ethylhexanoic acid is a branched-chain fatty acid.

CAS: 149-57-5
European Community (EC) Number: 205-743-6

IUPAC Name: 2-ethylhexanoic acid

Molecular Formula: C8H16O2
CH3(CH2)3CH(C2H5)COOH
Molecular Weight: 144.21 g/mol

2-Ethylhexanoic acid, also known as 2-ethylhexanoate or alpha-ethylcaproic acid, belongs to the class of organic compounds known as medium-chain fatty acids.
These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
2-Ethylhexanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
2-Ethylhexanoic acid is a potentially toxic compound.

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.

2-Ethylhexanoic acid is a branched-chain fatty acid.

2-Ethylhexanoic Acid is a colorless to light yellow, liquid organic compound.
2-Ethylhexanoic acid is widely used in the preparation of metal derivatives that are soluble in nonpolar organic solvents.
The highly toxic, combustible carboxylic acid is used to make paint dryers and plasticizers.

The liquid organic compound has a mild odor, is highly corrosive to metals and tissue, and combustible, but difficult to ignite.
2-Ethylhexoic acid is used in the manufacture of adhesives and sealant chemicals, corrosion inhibitors and anti-scaling agents, intermediates, lubricants and lubricant additives, paint and coating additives, and process regulators.

2-Ethylhexanoic acid, also called 2-EHA, is a commonly used organic compound, mainly to make lipophilic metal by-products that can dissolve in nonionic organic solvents.
2-Ethylhexanoic acid is a carboxylic acid with the formula C8H16O2 with a generally high boiling point and mild odor.

2-Ethylhexanoic acid is a viscous and colorless oil with one carboxylic class found on a C8 carbon chain and is immiscible in water.
2-Ethylhexanoic acid can be used as a substitute for naphthenic acid in some applications.
Industrially, 2-Ethylhexanoic acid is manufactured using propylene, often generated from fossil fuels and other sources which are renewable.
In other words, 2-Ethylhexanoic acid can be more effectively manufactured than naphthenic acid.

2-Ethylhexanoic acid produces metallic compounds that undergo stoichiometry in the form of metal acetates.
In most cases, 2-Ethylhexanoic acid derivatives are used in industrial and organic chemical applications.
The ethyl hexanoate complexes also serve as catalysts in oxidation reactions and polymerizations (as oil drying agents).
As a versatile chemical intermediate, 2-Ethylhexanoic acid has multiple applications, including the following.

Automotive
2-Ethylhexanoic acid is used to produce corrosion inhibitors for lubricants and 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 production of PVC heat stabilizers, PVB film plasticizers, metal soaps for paint driers, and other chemicals.

Lubricants
2-Ethylhexanoic acid is commonly used in esters in Polyvinyl butyral (PVB) film plasticizers and as a raw material for polyesters applied in synthetic oils.
2-Ethylhexanoic acid’s metal salts are used to prepare synthetic lubricant additives used in various industrial lubricant applications.

Coatings
2-Ethylhexanoic acid is widely used in coating applications to enhance performance and resistance.
2-Ethylhexanoic acid produces alkyd resins that help improve yellowing resistance better than ordinary fatty acids.
This monomer is ideal for stoving enamels and 2-component coatings.
2-Ethylhexanoic acid can also be used in other applications, including the catalyst for polyurethane, wood preservatives, and pharmaceuticals.

Cosmetics
The chemicals in 2-ethylhexanoic acid are reported to have cosmetic use to produce emollients and skin conditioners.
2-Ethylhexanoic acid is widely used in hair care products, hand creams, face creams, body lotions, and make-up products like foundation, concealer, and hair care products.

Plastics
2-Ethylhexanoic acid is also used in manufacturing polyvinyl chloride (PVC) stabilizers and Polyvinyl butyral (PVB) plasticizers in the form of metal salts.
2-Ethylhexanoic acid reacts with metallic components like manganese and cobalt to produce metallic salt derivatives.

Product description
2-Ethylhexanoic Acid is a colorless, high boiling liquid having a mild odor.
The metallic salts of 2-ethylhexanoic acid are used as driers for odorless paints, inks, varnishes, and enamels.
Cobalt and manganese are the most important driers.

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.

Applications

-Auto OEM
-Cosmetic and personal care intermediate
-Paints & coatings
-Pharmaceutical chemicals

Metal ethylhexanoates:

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.

Examples of metal ethylhexanoates:

Hydroxyl aluminium bis(2-ethylhexanoate), used as a thickener
Tin(II) ethylhexanoate (CAS# 301-10-0), a catalyst for polylactide and poly(lactic-co-glycolic acid).
Cobalt(II) ethylhexanoate (CAS# 136-52-7), a drier for alkyd resins
Nickel(II) ethylhexanoate (CAS# 4454-16-4)

Experimental Properties

Physical Description:

Color / Form: Clear liquid
Odor: Mild odor
Boiling Point: 442 °F at 760 mmHg
Melting Point: -117 °F
Flash Point: 260 °F
Solubility: less than 1 mg/mL at 84 °F
Density: 0.903
Vapor Density: 5.0 (AIR= 1)
Vapor Pressure: 0.03 [mmHg]
Autoignition Temperature: 699 °F
Viscosity:7.8 mPa s
Decomposition: When heated to decomposition, it emits acrid and irritating fumes.
Chemical Classes: Other Classes -> Organic Acids

SYNONYMS:

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-Ethylhexansaeure
2-ethyl-hexanoic acid
125804-07-1
Ethyl hexanoic acid, 2-
2 ETHYL HEXANOIC ACID
CCRIS 3348
HSDB 5649
alpha-ethyl caproic acid
Kyselina 2-ethylkapronova [Czech]
NSC 8881
Kyselina 2-ethylkapronova
EINECS 205-743-6
.alpha.-Ethylcaproic acid
2-Ethyl-1-hexanoic acid
UNII-01MU2J7VVZ
Kyselina heptan-3-karboxylova [Czech]
BRN 1750468
01MU2J7VVZ
Kyselina heptan-3-karboxylova
AI3-01371
2-ETHYL HEXOIC ACID,AR
61788-37-2
DTXSID9025293
CHEBI:89058
Hexanoic acid, 2-ethyl-, (-)-
NSC-8881
EINECS 262-971-9
2-ethylhexanoicacid
EC 205-743-6
DTXCID805293
2-Ethylhexanoic acid, >=99%
C8H16O2.1/2Cu
2-Ethylhexanoic acid, analytical standard
CAS-149-57-5
(+/-)-2-ETHYLHEXANOIC ACID
Hexanoic acid, 2-ethyl-, copper(2++) salt
MFCD00002675
2-Ethylcapronic acid
2-Ethyl-Hexonic acid
alpha-Ethylhexanoic acid
EHO (CHRIS Code)
.alpha.-Ethylhexanoic acid
SCHEMBL25800
2-Ethylhexanoic acid, 99%
MLS002415695
2-Ethylhexanoic acid, Inhalable
CHEMBL1162485
WLN: QVY4 & 2
NSC8881
HMS2267F21
CS-CY-00011
STR05759
2-ETHYLHEXANOIC ACID [HSDB]
Tox21_201406
Tox21_300108
LMFA01020087
LS-869
AKOS009031416
AT29893
CS-W016381
SB44987
SB44994
Hexanoic acid,2-ethyl-, tridecyl ester
NCGC00091324-01
NCGC00091324-02
NCGC00091324-03
NCGC00253985-01
NCGC00258957-01
SMR001252268
Hexanoic acid, 2- ethyl- , tridecyl ester
E0120
FT-0612273
FT-0654390
EN300-20410
Q209384
Ethyl hexanoic acid, 2-; (Butyl ethyl acetic acid)
W-109079
Azilsartan K Medoxomil Impurity-7 (2-EHA Impurities)
F0001-0703
Z104478072
18FEB650-7573-4EA0-B0CD-9D8BED766547
2-Ethylhexanoic acid, Pharmaceutical Secondary Standard; Certified Reference Material