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W372102

Sigma-Aldrich

2,4-Octadienal, predominantly trans,trans

≥95%, FG

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About This Item

Linear Formula:
CH3CH2CH2CH=CHCH=CHCHO
CAS Number:
5577-44-6
Molecular Weight:
124.18
FEMA Number:
3721
Council of Europe no.:
11805
MDL number:
MFCD00014676
UNSPSC Code:
12164502
PubChem Substance ID:
24901858
Flavis number:
5.186

biological source

synthetic

grade

FG
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002

Assay

≥95%

composition

trans,trans isomer, ≥85%

refractive index

n20/D 1.526 (lit.)

bp

88 °C/10 mmHg (lit.)

density

0.875 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

fatty; green; melon

storage temp.

2-8°C

SMILES string

CCC\C=C\C=C\C=O

InChI

1S/C8H12O/c1-2-3-4-5-6-7-8-9/h4-8H,2-3H2,1H3/b5-4+,7-6+

InChI key

DVVATNQISMINCX-YTXTXJHMSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Certificates of Analysis (COA)

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Giuliana D'Ippolito et al.
Organic letters, 5(6), 885-887 (2003-03-14)
[reaction: see text] Marine diatoms produce alpha,beta,gamma,delta-unsaturated aldehydes that have detrimental effects on the reproduction of their natural predators. The production of these defensive metabolites is suggested to involve enzymatic oxidation of polyunsaturated fatty acids. In this paper, feeding experiments
Francois Ribalet et al.
Aquatic toxicology (Amsterdam, Netherlands), 86(2), 249-255 (2007-12-21)
Bioactive polyunsaturated aldehydes (PUAs) are produced by several marine phytoplankton (mainly diatoms) and have been shown to have a detrimental effect on a wide variety of organisms, including phytoplankton and invertebrates. However, their potential impact on marine bacteria has been
Christian Galasso et al.
International journal of molecular sciences, 21(15) (2020-07-28)
Programmed cell death, such as apoptosis and autophagy, are key processes that are activated early on during development, leading to remodelling in embryos and homeostasis in adult organisms. Genomic conservation of death factors has been largely investigated in the animal
Giuliana d'Ippolito et al.
Phytochemistry, 67(3), 314-322 (2006-01-03)
Intermediates of the aldehyde biosynthesis in Thalassiosira rotula are investigated. Use of labeled precursors and cell preparations proves production of 2E,4Z-octadienal from 6Z,9Z,12Z-hexadecatrienoic acid (C16:3 omega-4) through the lipoxygenase-dependent intermediate (9S)-9-hydroperoxyhexadeca-6,10,12-trienoic acid. On the contrary, synthesis of 2E,4Z,7Z-decatrienal involves mainly
Ana Bartual et al.
Marine drugs, 18(3) (2020-03-18)
Polyunsaturated aldehydes (PUAs) are bioactive molecules suggested as chemical defenses and infochemicals. In marine coastal habitats, diatoms reach high PUA production levels during bloom episodes. Two fractions of PUA can usually be analyzed: pPUA obtained via artificial breakage of collected
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