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MilliporeSigma

E29109

2-Ethylhexanal

96%

Synonym(s):

2-Ethylcapronaldehyde

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About This Item

Linear Formula:
CH3(CH2)3CH(C2H5)CHO
CAS Number:
123-05-7
Molecular Weight:
128.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894488
EC Number:
204-596-5
Beilstein/REAXYS Number:
1700556
MDL number:
MFCD00006987

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Product Name

2-Ethylhexanal, 96%

InChI key

LGYNIFWIKSEESD-UHFFFAOYSA-N

InChI

1S/C8H16O/c1-3-5-6-8(4-2)7-9/h7-8H,3-6H2,1-2H3

SMILES string

[H]C(=O)C(CC)CCCC

assay

96%

form

liquid

impurities

<4% 2-ethylhexanoic acid

refractive index

n20/D 1.415 (lit.)

bp

55 °C/13.5 mmHg (lit.)

density

0.822 g/mL at 25 °C (lit.)

Quality Level

100

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This Item
68938645340185914
2-Ethylhexanal 96%

Sigma-Aldrich

E29109

2-Ethylhexanal

Formaldehyde dibutyl acetal puriss., &#8805;97.0% (GC)

Sigma-Aldrich

689386

Formaldehyde dibutyl acetal

(±)-Epichlorohydrin purum, &#8805;99% (GC)

Sigma-Aldrich

45340

(±)-Epichlorohydrin

Furfural 99%

Sigma-Aldrich

185914

Furfural

assay

96%

assay

≥97.0% (GC)

assay

≥99% (GC)

assay

99%

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

bp

55 °C/13.5 mmHg (lit.)

bp

-

bp

115-117 °C (lit.)

bp

162 °C (lit.)

refractive index

n20/D 1.415 (lit.)

refractive index

n20/D 1.406

refractive index

n20/D 1.438 (lit.)

refractive index

n20/D 1.525 (lit.)

form

liquid

form

liquid

form

-

form

liquid

density

0.822 g/mL at 25 °C (lit.)

density

0.835 g/mL at 20 °C

density

1.183 g/mL at 25 °C (lit.)

density

1.16 g/mL at 25 °C (lit.)

Application

2-Ethylhexanal can be used as:
  • A reductant in the Mukaiyama epoxidation of cis-cyclooctene.[1]
  • A reactant in the Horner-Wadsworth-Emmons reaction to synthesize cis-α,β-unsaturated amides.[2]
  • A starting material to synthesize 2-ethylhexanoic acid using manganese(II) acetate as a catalyst.[3]

General description

2-Ethylhexanal is an aliphatic aldehyde used as an intermediate to produce various useful products such as perfumes, disinfectants, paints, warning agents, insecticides, and leak detectors.[4]

signalword

Warning

Hazard Classifications

Flam. Liq. 3 - Repr. 2 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2550
BCCJ7003
BCCG9409
BCCD3621
BCCC6774

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G Casperson et al.
Journal of basic microbiology, 26(5), 259-269 (1986-01-01)
Analogs of the natural substance (E)-hex-2-en-1-al which occurs naturally in green plants and is known to have microbiocidal properties were synthesized and studied with respect to their antifungal properties. Saturated and unsaturated aldehydes, alcohols, carbon acids and enolacetate were tested
D L Wood et al.
Poultry science, 63(3), 469-477 (1984-03-01)
Di-(2-ethylhexyl) phthalate (DEHP) and three structurally related side-chain analogs were fed to laying hens to determine relationships of structure to effects on lipid metabolism. Hubbard broiler breeder hens were fed either a standard laying mash control diet or the control
Factors affecting the selectivity of air oxidation of 2-ethyhexanal, an α-branched aliphatic aldehyde
Lehtinen C and Brunow G
Organic Process Research & Development, 4, 544-549 (2000)
Continuous catalytic ?one-pot? multi-step synthesis of 2-ethylhexanal from crotonaldehyde
Seki T, et al.
Chemical Communications (Cambridge, England), 3562-3564 (2007)
Heather L Voegtle et al.
Journal of chemical ecology, 34(2), 215-219 (2008-01-24)
E-2-ethyl-2-hexen-1-ol (1), mellein (4), and 4-hydroxymellein (5) were identified as the major volatile compounds in the head and/or thorax of Camponotus quadrisectus. Neither 1 nor 5 have been previously detected in insects. Also identified were small amounts of m-cresol (2)
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