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538701

Sigma-Aldrich

2-Ethylhexanoic acid

≥99%

Synonym(s):

2-Ethylcaproic acid

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About This Item

Linear Formula:
CH3(CH2)3CH(C2H5)CO2H
CAS Number:
Molecular Weight:
144.21
Beilstein:
1750468
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.98 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)
10 mmHg ( 115 °C)

Assay

≥99%

autoignition temp.

699 °F

expl. lim.

1.04 %, 135 °F
8.64 %, 188 °F

refractive index

n20/D 1.425 (lit.)

bp

228 °C (lit.)

density

0.903 g/mL at 25 °C (lit.)

SMILES string

CCCCC(CC)C(O)=O

InChI

1S/C8H16O2/c1-3-5-6-7(4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)

InChI key

OBETXYAYXDNJHR-UHFFFAOYSA-N

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General description

2-Ethylhexanoic acid (EHXA, 2-EHA) is an industrially important aliphatic carboxylic acid. It is widely employed as a stabilizer and a wood preservative.
It has various industrial applications, such as:
  • coolant in automotives
  • synthetic lubricant
  • wetting agent
  • co-solvent
  • drying of paints
  • defoaming agent in pesticides

Application

  • A review of the environmental fate and aquatic effects of a series of C4 and C8 oxo-process chemicals.: This review assesses the environmental impact of C4 and C8 oxo-process chemicals, including 2-Ethylhexanoic acid, detailing their degradation, persistence, and effects on aquatic ecosystems (Staples, 2001).

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

237.2 °F - closed cup

Flash Point(C)

114 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The developmental toxicity of 2-ethylhexanoic acid in Wistar rats.
Pennanen S, et al.
Fundamental and Applied Toxicology, 19(4), 505-511 (1992)
Synthetic applications of 2-ethylhexanoic acid derived reagents.
Raju R and Prasad K.
Tetrahedron, 68(5), 1341-1349 (2012)
Shashank Mishra et al.
Chemical Society reviews, 36(11), 1770-1787 (2008-01-25)
This critical review deals with the chemistry and applications of metal alkanoates with medium size (C5 to C12) carbon chain length. A particular emphasis is given to metal 2-ethylhexanoates, which find wide applications as metal-organic precursors in materials science, as
R Gaudin et al.
International archives of occupational and environmental health, 84(5), 523-531 (2010-08-31)
The aim of this study was to assess, by biological monitoring, workers' exposure to di(2-ethylhexyl) phthalate (DEHP) in the flexible-PVC industry in France to provide additional occupational exposure data, which are particularly scarce. Over 5 days of pre-and post-shift sampling
K J French et al.
Biochemistry, 40(32), 9532-9538 (2001-10-05)
This study examines the ability of P450cam to catalyze the formation of 2-ethylhexanoic acid from 2-ethylhexanol relative to its activity on the natural substrate camphor. As is the case for camphor, the P450cam exhibits stereoselectivity for binding (R)- and (S)-2-ethylhexanol.

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