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Merck
CN

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
Assay:
96%
Form:
liquid

Key Documents

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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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Application

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

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.

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2550
BCCJ7003
BCCG9409
BCCD3621
BCCC6774

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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)
David M Hodgson et al.
The Journal of organic chemistry, 78(4), 1508-1518 (2013-01-30)
The synthesis and alkylation of chiral, nonracemic tropane- and homotropane-derived enamines is examined as an approach to enantioenriched α-alkylated aldehydes. The two bicyclic N auxiliaries, which differ by a single methylene group, give opposite senses of asymmetric induction on alkylation
Bis(2-t-butylphenyl) phosphonoacetamides for the highly cis-selective synthesis of α, β-unsaturated amides
Ando K, et al.
Tetrahedron Letters, 50, 5689-5691 (2009)
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
Epoxidation using molecular oxygen in flow: facts and questions on the mechanism of the Mukaiyama epoxidation
Vanoye L, et al.
Catalysis Science & Technology, 6, 4724-4732 (2016)
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