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2-Ethylhexanoic acid

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2-Ethylhexanoic acid Basic information

Product Name:
2-Ethylhexanoic acid
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
CAS:
149-57-5
MF:
C8H16O2
MW:
144.21
EINECS:
205-743-6
Product Categories:
  • Building Blocks
  • C8
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Organic Building Blocks
  • Industrial/Fine Chemicals
  • 149-57-5
Mol File:
149-57-5.mol
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2-Ethylhexanoic 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.)
Flash point:
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
Hexanoic acid, 2-ethyl-(149-57-5)
EPA Substance Registry System
2-Ethylhexanoic acid (149-57-5)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
63-41-37/38-20/21/22
Safety Statements 
36/37-36/37/39-26-2
RIDADR 
UN 3265 8/PG 2
WGK Germany 
1
RTECS 
MO7700000
13
Autoignition Temperature
699 °F
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29159080
Hazardous Substances Data
149-57-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 3640 mg/kg LD50 dermal Rabbit > 2000 mg/kg

MSDS

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2-Ethylhexanoic acid Usage And Synthesis

Chemical Properties

colourless liquid

Uses

2-Ethylhexanoic acid is used in the preparation of metal derivatives, which act as a catalyst in polymerization reactions. For example, tin 2-ethylhexanoate is used in the manufacturing of poly(lactic-co-glycolic acid). It is also used as a stabilizer for polyvinyl chlorides. It is also involved in solvent extraction and dye granulation. Further, it is used to prepare plasticizers, lubricants, detergents, flotation aids, corrosion inhibitors and alkyd resins. In addition to this, it serves as a catalyst for polyurethane foaming.

Uses

2-Ethylhexanoic 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.

Uses

Paint and varnish driers (metallic salts). Ethylhexoates of light metals are used to convert some mineral oils to greases. Its esters are used as plasticizers.

Definition

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

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 was 99.5%, and the yield was 99.10%.

General Description

2-Ethylhexanoic acid is a colorless to light yellow liquid with a mild odor. 2-Ethylhexanoic acid will burn though 2-Ethylhexanoic acid 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.

Reactivity Profile

2-Ethylhexanoic 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 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.

Fire Hazard

2-Ethylhexanoic acid is combustible.

Flammability and Explosibility

Not classified

Safety Profile

Moderately toxic by ingestion and skin contact. An experimental teratogen. A skin and severe eye irritant. Combustible when exposed to heat or flame. When heated to decomposition, it emits acrid and irritating fumes.

2-Ethylhexanoic acidSupplier

Jinan Hexin Chemical Co., Ltd Gold
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