2-ETHYLHEXANOIC ACID (2-ETHYL HEXANOIC ACID)

2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid), commonly known as octoic acid, is the organic compound with the formula CH3(CH2)3CH(C2H5)CO2H. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is a carboxylic acid that is widely used to prepare lipophilic metal derivatives that are soluble in nonpolar organic solvents. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is a colorless viscous oil. 

CAS:    149-57-5
MF:    C8H16O2
MW:    144.21
EINECS:    205-743-6

Synonyms
(RS)-2-Ethylhexansαure;2-Ethyl-1-hexanoic acid;2-Ethyl-1-hexanoicacid;2-BUTYLBUTANOIC ACID;(+/-)-2-ETHYLHEXANOIC ACID;2-ETHYLHEXANOIC ACID;2-ETHYLHEXOIC ACID;2-ETHYLCAPROIC ACID
;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;MFCD00002675;.alpha.-Ethylcaproic acid;2-Ethyl-1-hexanoic acid;01MU2J7VVZ;2-EHA;2-ETHYL HEXOIC ACID,AR;DTXSID9025293;CHEBI:89058;NSC-8881;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;Kyselina 2-ethylkapronova [Czech];NSC 8881;Kyselina 2-ethylkapronova;EINECS 205-743-6;(+/-)-2-ETHYLHEXANOIC ACID;UNII-01MU2J7VVZ;Kyselina heptan-3-karboxylova [Czech];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;NS00010660;EN300-20410;1ST157439-1000;Q209384;W-109079;F0001-0703;Z104478072;18FEB650-7573-4EA0-B0CD-9D8BED766547;2-Ethylhexanoic acid Solution in Acetonitrile, 1000mug/mL;2-Ethylhexanoic acid, Pharmaceutical Secondary Standard; Certified Reference Material

2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is supplied as a racemic mixture.
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is a branched-chain fatty acid.
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is a colorless to light yellow liquid with a mild odor. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) will burn though 2-Ethylhexanoic acid may take some effort to ignite. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is slightly soluble in water. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is corrosive to metals and tissue. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is used to make paint dryers and plasticizers.

2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) Chemical Properties
Melting point: -59 °C
Boiling point: 228 °C(lit.)
Density: 0.906
Vapor density: 4.98 (vs air)
Vapor pressure: <0.01 mm Hg ( 20 °C)
Refractive index: n20/D 1.425(lit.)
Fp: 230 °F
Storage temp.: Store below +30°C.
Solubility: 1.4g/l
Form: Liquid
pka: pK1:4.895 (25°C)
Color: Clear
PH: 3 (1.4g/l, H2O, 20℃)
Odor: Mild odour
PH Range: 3 at 1.4 g/l at 20 °C
Explosive limit: 1.04%, 135°F
Water Solubility: 2 g/L (20 ºC)
BRN: 1750468
Exposure limits    ACGIH: TWA 5 mg/m3
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, reducing agents, bases.
InChIKey: OBETXYAYXDNJHR-UHFFFAOYSA-N
LogP: 2.7 at 25℃
CAS DataBase Reference: 149-57-5(CAS DataBase Reference)
NIST Chemistry Reference: 2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) (149-57-5)
EPA Substance Registry System: 2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) (149-57-5)

Uses    
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is used in the preparation of metal derivatives, which act as a catalyst in polymerization reactions. 
For example, 2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is used in the manufacturing of poly(lactic-co-glycolic acid). 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is also used as a stabilizer for polyvinyl chlorides. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is also involved in solvent extraction and dye granulation. 
Further, 2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is used to prepare plasticizers, lubricants, detergents, flotation aids, corrosion inhibitors and alkyd resins. 
In addition to this, 2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) serves as a catalyst for polyurethane foaming.
Paint and varnish driers (metallic salts). 
Ethylhexoates of light metals are used to convert some mineral oils to greases. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid)'s esters are used as plasticizers.

Mainly used to prepare various metal salts as driers for coatings and paints, and their esters can be used as raw materials for plasticizers and carbenicillin
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is mostly converted into metal zirconium, cobalt, molybdenum, zinc, etc., used as a heat stabilizer for paint driers and polyvinyl chloride plastics; tin salt as an additive for plastic pipes; barium salt and cadmium salt are used in plastic calendering products and stabilizers. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) and its esters are also used in medicine, fungicides, metal lubricants, cosmetics, etc. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid)'s glycerides are excellent plasticizers. 
2-ethylhexanoic acid is the raw material of medicine carbenicillin. 
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is also used in the synthesis of many dyes and fragrances.
An intermediate of paint and coating driers, used as an alkyd resin modifier, used to produce peroxides as catalysts for polymerization reactions (such as PE), used for lubricating oil esters and PVC stabilizers.

2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) can be used:
As a reactant in esterification, decarboxylative alkynylation , and preparation of alkyl coumarins via decarboxylative coupling reactions.
In the organocatalytic medium for the preparation of various 3,4-dihydropyrimidin-2(1H)-ones/thiones by Biginelli reaction.

Preparation    
In a dry 1L three-neck bottle, Add isooctyl aldehyde (80g, 0.62mol) And the solvent 2-ethylhexanoic acid (240g, 1.66mol), ligand L8 (5.24mg, 0.007mmol), cesium carbonate (18.24mg, 0.056mmol), potassium acetate 160mg, placed in a water bath, mechanical under nitrogen atmosphere Stir, after the temperature rises to 30 ° C, Air flow was started at a flow rate of 11.9 g/h, and the reaction temperature was maintained at 30-35 ° C by adding cooling water to the water bath. 
After 6 hours of reaction, the conversion of isooctyl aldehyde was calculated to be 99.6%. 
The selectivity of 2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) was 99.5%, and the yield was 99.10%.

Production
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is produced industrially from propylene, which is hydroformylated to give butyraldehyde. 
Aldol condensation of the aldehyde gives 2-ethylhexenal, which is hydrogenated to give 2-ethylhexanal. 
Oxidation of this aldehyde gives the carboxylic acid.

Reactivity Profile    
2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) is a carboxylic acid. 
Carboxylic acids donate hydrogen ions if a base is present to accept them.
They react in this way with all bases, both organic (for example, the amines) and inorganic. 
Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. 
Neutralization between an acid and a base produces water plus a salt. 
Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. 
Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. 
The pH of solutions of carboxylic acids is therefore less than 7.0. 
Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. 

Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. 
Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. 
Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in 2-ETHYLHEXANOIC ACID (2-Ethyl hexanoic Acid) to corrode or dissolve iron, steel, and aluminum parts and containers. 
Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. 
The reaction is slower for dry, solid carboxylic acids. 
Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. 

Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. 
Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. 
Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. 
Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. 
These reactions generate heat. 
A wide variety of products is possible. 
Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Health Hazard    
Harmful if swallowed, inhaled or absorbed through skin. 
Material is extremely destructive to tissues of mucous membranes and upper respiratory tract, eyes and skin. 
Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx, bronchii, chemical pneumonitis and pulmonary edema. 
Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting.