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MilliporeSigma

538701

2-Ethylhexanoic acid

≥99%

Synonym(s):

2-Ethylcaproic acid

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100 ML

$29.66

1 L

$114.00

20 L

$705.00

$29.66

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About This Item

Linear Formula:
CH3(CH2)3CH(C2H5)CO2H
CAS Number:
Molecular Weight:
144.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-743-6
Beilstein/REAXYS Number:
1750468
MDL number:

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Product Name

2-Ethylhexanoic acid, ≥99%

InChI key

OBETXYAYXDNJHR-UHFFFAOYSA-N

InChI

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

SMILES string

CCCCC(CC)C(O)=O

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.)

functional group

carboxylic acid

Quality Level

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1 of 4

This Item
E29141025298.00758
assay

≥99%

assay

99%

assay

≥99.5% (GC)

assay

≥99.0% (GC)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

bp

228 °C (lit.)

bp

228 °C (lit.)

bp

228 °C (lit.)

bp

226-229 °C/1013 hPa

density

0.903 g/mL at 25 °C (lit.)

density

0.903 g/mL at 25 °C (lit.)

density

0.903 g/mL at 25 °C (lit.)

density

0.91 g/cm3 at 20 °C

refractive index

n20/D 1.425 (lit.)

refractive index

n20/D 1.425 (lit.)

refractive index

n20/D 1.425 (lit.)

refractive index

-

vapor density

4.98 (vs air)

vapor density

4.98 (vs air)

vapor density

4.98 (vs air)

vapor density

-

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).

General description

2-Ethylhexanoic acid (EHXA, 2-EHA) is an industrially important aliphatic carboxylic acid.[1] It is widely employed as a stabilizer[2] and a wood preservative.[2]
It has various industrial applications, such as:[3]
  • coolant in automotives
  • synthetic lubricant
  • wetting agent
  • co-solvent
  • drying of paints
  • defoaming agent in pesticides

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

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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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)
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.
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

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. Is it cell culture grade? Can we use for cell experiment?

    1 answer
    1. This product has not been tested for suitability in cell culture. However, this material has been used successfully for in vitro studies by other researchers. Please see the link below to review an example publication:
      https://link.springer.com/article/10.1007/s00204-005-0047-z

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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