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W337706

Sigma-Aldrich

trans-2,cis-6-Nonadienal

mixture of isomers, ≥96%, stabilized, FCC, FG

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Synonym(s):
(E,Z)-2,6-Nonadienal, Violet leaf aldehyde
Linear Formula:
C2H5CH=CHCH2CH2CH=CHCHO
CAS Number:
557-48-2
Molecular Weight:
138.21
FEMA Number:
3377
EC Number:
209-178-6
Council of Europe no.:
659
MDL number:
MFCD00007009
UNSPSC Code:
12164502
PubChem Substance ID:
24901676
Flavis number:
5.058
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC

Assay

≥96%

contains

α-tocopherol, synthetic as stabilizer

refractive index

n20/D 1.474 (lit.)

bp

94-95 °C/18 mmHg (lit.)

density

0.86 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

cucumber; fatty; green; vegetable; violet

SMILES string

[H]C(=O)C(\[H])=C(/[H])CC\C([H])=C(\[H])CC

InChI

1S/C9H14O/c1-2-3-4-5-6-7-8-9-10/h3-4,7-9H,2,5-6H2,1H3/b4-3-,8-7+

InChI key

HZYHMHHBBBSGHB-ODYTWBPASA-N

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General description

trans-2,cis-6-Nonadienal is the key contributor to the cucumber flavor. It is also found in mango, ripened anchovy and kelp.

Application


  • Induction of a wide range of C(2-12) aldehydes and C(7-12) acyloins in the kidney of Wistar rats after treatment with a renal carcinogen, ferric nitrilotriacetate.: Toyokuni et al. explore the biochemical impact of ferric nitrilotriacetate, a renal carcinogen, on the generation of various aldehydes including trans-2,cis-6-Nonadienal in the kidneys of Wistar rats. This research highlights the role of oxidative stress and lipid peroxidation in renal carcinogenesis (Toyokuni et al., 1997).

WGK

WGK 2

Flash Point(F)

181.4 °F

Flash Point(C)

83 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Flavor development in the ripening of anchovy (Engraulis encrasicholus L.).
Triqui R & Reineccius GA.
Journal of Agricultural and Food Chemistry, 43(2), 453-458 (1995)
Trans-2, cis-6-nonadienal and trans-2-nonenal in cucumber fruits.
Sekiya J, et al.
Phytochemistry, 16(7), 1043-1044 (1977)
Study of flavor compounds of essential oil extracts from edible Japanese kelps.
Kajiwara T, et al.
Journal of Food Science, 53(3), 960-962 (1988)
Michael Czerny et al.
Journal of agricultural and food chemistry, 50(23), 6835-6840 (2002-10-31)
An investigation on the odor-active compounds of wholemeal (WWF) and white wheat flour (WF 550) by aroma extract dilution analysis (AEDA) and by quantitative studies using stable isotope dilution assays (SIDA) revealed a significant number of odor-active compounds, such as
U Dittberner et al.
Mutation research, 335(3), 259-265 (1995-12-01)
The genotoxic effects of the 2-alkenals crotonaldehyde, 2-trans-hexenal and 2-trans-6-cis-nonadienal were studied by cytogenetic methods, analyzing frequencies of sister-chromatid-exchanges, numerical and structural chromosome aberrations and micronucleus induction in human blood lymphocytes and cells of the permanent Namalva line. Crotonaldehyde and
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