2-ethylhexanoic acid

Structural formula
	Simplified structural formula without stereochemistry
General
Surname	2-ethylhexanoic acid
other names	2-ethylcaproic acid; ( RS ) -2-ethylcaproic acid; α-ethylhexanoic acid; 2-EHA;
Molecular formula	C 8 H 16 O 2
Brief description	colorless to yellowish liquid with a slight odor
External identifiers / databases
EC number	205-743-6
ECHA InfoCard	100.005.222
PubChem	8697
Wikidata	Q209384
properties
Molar mass	144.21 g mol −1
Physical state	liquid
density	0.91 g cm −3 (20 ° C)
Melting point	−59 ° C
boiling point	226-229 ° C
Vapor pressure	0.04 hPa (20 ° C)
solubility	Slightly soluble in water (1.4 g l −1 at 20 ° C); soluble in ether and carbon tetrachloride ; slightly soluble in ethanol ; soluble in polar solvents;
Refractive index	1.425 (20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 361d
	P: 280
Toxicological data	3000 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-Ethylhexanoic acid is a chemical compound from the group of carboxylic acids . Their salts are called 2-ethylhexanoates.

Extraction and presentation

2-Ethylhexanoic acid is produced from 2-ethyl-1-hexanol or 2-ethylhexanal by oxidation .

properties

2-Ethylhexanoic acid is a very difficult to ignite, not very volatile, colorless to yellowish liquid with a faint odor. Your aqueous solution is acidic.

use

2-Ethylhexanoic acid is used for the production of metal salts ( metal soaps , so-called octoates ) and for the modification of acrylic resins . It also serves as an intermediate product for the production of siccatives ( heavy metal soaps ) for lacquers and paints, enamel , catalysts for the oxidation of hydrocarbons , thickeners for mineral oils and petrol, wetting agents, emulsifiers and plasticizers , stabilizers for silicones, corrosion inhibitors, fungicides and peroxyesters.

The sodium salt of 2-ethylhexanoic acid ( sodium 2-ethylhexanoate ) is used as a substitute for pentachlorophenol in the wood industry. Another use is as an inhibitor in cooling liquid.

safety instructions

2-Ethylhexanoic acid is classified as toxic to reproduction category 3. The vapors of 2-ethylhexanoic acid can form an explosive mixture with air ( flash point 114 ° C, ignition temperature 310 ° C).

In 2012, 2-ethylhexanoic acid was included in the EU's ongoing action plan ( CoRAP ) in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. Ingestion of 2-ethylhexanoic acid was caused by concerns about its classification as a CMR substance, consumer use , high (aggregated) tonnage, high risk characterization ratio (RCR) and widespread use. The re-evaluation took place from 2012 and was carried out by Spain . A final report was then published.

Web links

Commons : 2-Ethylhexanoic Acid - Collection of Pictures, Videos, and Audio Files

Entry to 2-ethylhexanoic acid . In: P. J. Linstrom, W. G. Mallard (Eds.): NIST Chemistry WebBook, NIST Standard Reference Database Number 69 . National Institute of Standards and Technology , Gaithersburg MD

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 2-ethylhexanoic acid in the GESTIS substance database of the IFA , accessed on April 12, 2017(JavaScript required) .
↑ ^a ^b ^c ^d ^e Toxicological assessment of 2-ethylhexanoic acid (PDF) at the professional association for raw materials and chemical industry (BG RCI), accessed on August 22, 2012.
↑ Data sheet 2-Ethylhexanoic acid from Sigma-Aldrich , accessed on September 28, 2010 ( PDF ).
↑ Entry on 2-ethylhexanoic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Material Safety Data Sheet - DELO EXTENDED LIFE COOLANT 50/50 NITRITE FREE - BITTERANT
^ European Chemicals Agency (ECHA): Substance Evaluation Report and Conclusion Document .
↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 2-ethylhexanoic acid , accessed on March 26, 2019.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 2-ethylhexanoic acid in the GESTIS substance database of the IFA , accessed on April 12, 2017(JavaScript required) .

[bg-2] Toxicological assessment of 2-ethylhexanoic acid (PDF) at the professional association for raw materials and chemical industry (BG RCI), accessed on August 22, 2012.

[Sigma-3] Data sheet 2-Ethylhexanoic acid from Sigma-Aldrich , accessed on September 28, 2010 ( PDF ).

[CLP_100.005.222-4] Entry on 2-ethylhexanoic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[5] Material Safety Data Sheet - DELO EXTENDED LIFE COOLANT 50/50 NITRITE FREE - BITTERANT

[6] European Chemicals Agency (ECHA): Substance Evaluation Report and Conclusion Document .

[7] Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 2-ethylhexanoic acid , accessed on March 26, 2019.