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Key Documents

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/REAXYS Number:
1750468
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.98 (vs air)

Quality Level

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.)

functional group

carboxylic acid

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

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

Storage Class

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

wgk_germany

WGK 1

flash_point_f

237.2 °F - closed cup

flash_point_c

114 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Synthetic applications of 2-ethylhexanoic acid derived reagents.
Raju R and Prasad K.
Tetrahedron, 68(5), 1341-1349 (2012)
The developmental toxicity of 2-ethylhexanoic acid in Wistar rats.
Pennanen S, et al.
Fundamental and Applied Toxicology, 19(4), 505-511 (1992)
Elizabeth Grillo Fernandes et al.
Biomacromolecules, 5(4), 1200-1205 (2004-07-13)
The increasing effort on development of bio-based polymeric materials in recent years is motivated by the basic concept of meeting the sustainability criteria for industrial development in the third millennium. Within this framework, our research group is currently involved in
I Svechnikova et al.
The Journal of endocrinology, 194(3), 603-609 (2007-09-01)
Phthalate esters are known to exert harmful effects on mammalian reproduction and fertility, but their potential adverse effects on the hormonal functions of the ovary have not yet been elucidated in detail. Here, we investigated the effects of di-(2-ethylhexyl) phthalate
H G Wahl et al.
Journal of chromatography. B, Biomedical sciences and applications, 758(2), 213-219 (2001-08-07)
A gas chromatographic-mass spectrometric method was developed for the quantitative analysis of the three Di(2-ethylhexyl)phthalate (DEHP) metabolites, 2-ethylhexanoic acid, 2-ethyl-3-hydroxyhexanoic acid and 2-ethyl-3-oxohexanoic acid in urine. After oximation with O-(2,3,4,5,6-pentafluorobenzyl)-hydroxylamine hydrochloride and sample clean-up with Chromosorb P filled glass tubes

Protocols

In this study, SPME was used for the analysis of free fatty acids in Parmesan cheese using a 65 μm Carbowax/divinylbenzene (DVB) SPME fiber. Headspace extraction of the cheese sample was conducted at 65 °C for 15 minutes and analyzed by GC with FID detection. SPME is ideal for analyzing the volatiles associated with solid food samples. The phase chemistry of the Nukol GC column provides excellent peak shape of acidic compounds.

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