2-Ethylhexanoic acid

2-Ethylhexanoic acid
Names
	Preferred IUPAC name 2-Ethylhexanoic acid
Identifiers
CAS Number	149-57-5 ; 72377-05-0 S enantiomer ; 56006-48-5 R enantiomer ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1750468
ChEMBL	ChEMBL1162485 ; ChEMBL1162487 ; ChEMBL1162486 ;
ChemSpider	8373 ; 70431 R ; 119200 S ;
ECHA InfoCard	100.005.222
EC Number	205-743-6;
MeSH	2-ethylhexanoic+acid
PubChem CID	8697; 78052 R; 135309 S;
RTECS number	MO7700000;
UNII	01MU2J7VVZ ;
CompTox Dashboard (EPA)	DTXSID9025293 ;
	InChI InChI=1S/C8H16O2/c1-3-5-6-7(4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10) Key: OBETXYAYXDNJHR-UHFFFAOYSA-N ;
	SMILES CCCCC(CC)C(O)=O;
Properties
Chemical formula	C8H16O2
Molar mass	144.214 g·mol−1
Appearance	Colorless liquid
Density	903 mg mL−1
Melting point	−59.00 °C; −74.20 °F; 214.15 K
Boiling point	228.1 °C; 442.5 °F; 501.2 K
log P	2.579
Vapor pressure	<1 Pa (at 25 °C)
Acidity (pKa)	4.819
Basicity (pKb)	9.178
Refractive index (nD)	1.425
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	−635.1 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−4.8013 – 4.7979 MJ mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H312, H318, H361
Precautionary statements	P280, P305+P351+P338
Flash point	114 °C (237 °F; 387 K)
Autoignition; temperature	371 °C (700 °F; 644 K)
Explosive limits	0.9–6.7%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1.142 g kg−1 (dermal, rabit); 3 g kg−1 (oral, rat);
Related compounds
Related compounds	2-Methylhexane; 3-Methylhexane; Valnoctamide; 2-Methylheptane; 3-Methylheptane; 2-Ethylhexanol; Valproic acid; Propylheptyl alcohol;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2-Ethylhexanoic acid (2-EHA), commonly known as octoic acid, is the organic compound with the formula CH₃(CH₂)₃CH(C₂H₅)CO₂H. It 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. It is supplied as a racemic mixture. Esters and salts of 2-EHA are called 2-ethylhexanoates, e.g. potassium 2-ethylhexanoate.