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Merck
CN

07592

trans-2-Nonenal

analytical standard

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About This Item

Linear Formula:
CH3(CH2)5CH=CHCHO
CAS Number:
18829-56-6
Molecular Weight:
140.22
NACRES:
NA.24
PubChem Substance ID:
329748484
UNSPSC Code:
85151701
EC Number:
242-609-6
MDL number:
MFCD00007012

Key Documents

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Product Name

trans-2-Nonenal, analytical standard

InChI key

BSAIUMLZVGUGKX-BQYQJAHWSA-N

InChI

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

SMILES string

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

grade

analytical standard

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

Quality Level

100

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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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5701
BCCK6102
BCCH1056
BCCH1055
BCCH5109

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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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