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07592

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trans-2-Nonenal

analytical standard

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Linear Formula:
CH3(CH2)5CH=CHCHO
CAS Number:
18829-56-6
Molecular Weight:
140.22
EC Number:
242-609-6
MDL number:
MFCD00007012
PubChem Substance ID:
329748484
NACRES:
NA.24

grade

analytical standard

Quality Level

100

vapor density

>1 (vs air)

Assay

≥95.0% (GC)

shelf life

limited shelf life, expiry date on the label

impurities

≤0.5% water

refractive index

n20/D 1.453 (lit.)
n20/D 1.454-1.458

bp

88-90 °C/12 mmHg (lit.)

density

0.846 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

SMILES string

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

InChI

1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+

InChI key

BSAIUMLZVGUGKX-BQYQJAHWSA-N

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General description

trans-2-Nonenal (T2N) is a volatile unsaturated aldehyde with an unpleasant greasy odor, present in low concentrations in barley, malt, and certain vegetables. It is utilized as an insect repellent, insecticide, and flavor compound. T2N is one of the basic components contributing to the off-flavor and odor in stored beer.

Application

trans-2-Nonenal (T2N) may be used as a reference standard for the determination of the analyte in barley and malt samples by analytical methods.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

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Optimization of modern analytical SPME and SPDE methods for determination of trans-2-nonenal in barley, malt and beer
Svoboda Z, et al.
Chromatographia, 73(1), 157-161 (2011)
trans-2-Nonenal insect repellent, insecticide, and flavor compound in carrot roots, cell suspensions, and ?hairy? root cultures
Chamberlain DA, et al.
Journal of Chemical Ecology, 17(3), 615-624 (1991)
Kousuke Ishino et al.
The Journal of biological chemistry, 285(20), 15302-15313 (2010-03-11)
trans-2-Nonenal is an unsaturated aldehyde with an unpleasant greasy and grassy odor endogenously generated during the peroxidation of polyunsaturated fatty acids. 2-Nonenal covalently modified human serum albumin through a reaction in which the aldehyde preferentially reacted with the lysine residues.
Pingxi Xu et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(46), 16592-16597 (2014-10-29)
Insect repellents are important prophylactic tools for travelers and populations living in endemic areas of malaria, dengue, encephalitis, and other vector-borne diseases. DEET (N,N-diethyl-3-methylbenzamide) is a 6-decade-old synthetic repellent, which is still considered the gold standard of mosquito repellents. Mosquitoes

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