trans-2-Nonenal (18829-56-6, 2463-53-8)

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Suppliers

• Sigma-Aldrich - trans-2-Nonenal
  40.00 - 534.00 USD
• Fisher Scientific - Search for trans-2-Nonenal
• TCI - trans-2-Nonenal
  32.00 - 87.00 USD

Most-cited Publications

• The Lipid Peroxidation Product, 4-Hydroxy-2-trans-Nonenal, Alters the Conformation of Cortical Synaptosomal Membrane Proteins (Journal of Neurochemistry, 2002)
• Metabolism of the Lipid Peroxidation Product, 4-Hydroxy-trans-2-nonenal, in Isolated Perfused Rat Heart* (Journal of Biological Chemistry, 1998)
• The major lipid peroxidation product, trans-4-hydroxy-2-nonenal, preferentially forms DNA adducts at codon 249 of human p53 gene, a unique mutational hotspot in hepatocellular carcinoma. (Carcinogenesis, 2002)
• Mass spectrometry for detection of 4-hydroxy-trans-2-nonenal (HNE) adducts with peptides and proteins. (Mass Spectrometry Reviews, 2004)
• Trans-4-hydroxy-2-nonenal inhibits nucleotide excision repair in human cells: A possible mechanism for lipid peroxidation-induced carcinogenesis (Proceedings of the National Academy of Sciences of the United States of America, 2004)
• Formation of Cyclic Adducts of Deoxyguanosine with the Aldehydes trans-4-Hydroxy-2-hexenal and trans-4-Hydroxy-2-nonenal in Vitro (Cancer Research, 1986)

Areas of Application

Safety

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Alternate Names

• 2(E)-nonenal
• cis-2-nonenal
• 2-nonenal, (trans)-isomer
• 2-nonenal
• 2-nonenal, (cis)-isomer
• SMILES
  CCCCCCC=CC=O
• InChIKey
  BSAIUMLZVGUGKX-UHFFFAOYSA-N

External Links

• Pubchem - trans-2-Nonenal
• Wikipedia - (2E)-2-nonenal
  2-Nonenal is an unsaturated aldehyde. The colorless liquid is an important aroma component of aged beer and buckwheat.

Synthesis

ACROLEIN  +  1-CHLOROHEXANE (Heck terminal vinyl)

Heptanal  +  CHLOROACETALDEHYDE (Wittig)

(z)-2-nonen-1-ol  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)

Reactant  +  1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (Nicolaou IBX dehydrogenation)

Synthesis of trans-2-Nonenal ›

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(E)-Hept-2-enal (57266-86-1, 2463-63-0, 18829-55-5, 29381-66-6)

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(2E,4E)-deca-2,4-dienal (25152-84-5, 2363-88-4, 30551-18-9)

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2-OCTANOL (123-96-6, 4128-31-8, 25339-16-6)

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trans-2-Octene (7642-04-8, 13389-42-9, 111-67-1)

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3-Decanol (74683-67-3, 1565-81-7)

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trans-2-Dodecenal (4826-62-4, 20407-84-5)

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DODECANAL (112-54-9)

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10-Undecenal (112-45-8)

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octane (111-65-9, 31372-91-5, 50985-84-7)

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4-Vinylcyclohexene (100-40-3)

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DIBUTYL ETHER (142-96-1)

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Butyl isocyanate (111-36-4)

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Butyl ether (142-96-1)

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TRIETHYLENE GLYCOL MONOMETHYL ETHER (112-35-6)

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1-DODECANETHIOL (112-55-0, 1322-36-7)

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Propylbenzene (103-65-1)

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1-HEPTANOL (111-70-6, 53535-33-4)

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Butylbenzene (104-51-8)

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6-METHYL-1-HEPTANOL (40742-11-8, 104-76-7, 26952-21-6, 68551-09-7, 68526-83-0, 1653-40-3)

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DIBUTYLAMINE (111-92-2)

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1-OCTANETHIOL (111-88-6)

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TRIETHYLENE GLYCOL MONOETHYL ETHER (112-50-5)

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1-HEPTENE (592-76-7, 25339-56-4, 25339-56-4 (n-Heptene))

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Diethylene glycol monohexyl ether (112-59-4)

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2-HEPTANOL (543-49-7)

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2-METHYLCYCLOHEXANOL (7443-70-1, 615-39-4, 583-59-5)

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UNII-0Y7M27M05R (88288-45-3, 645-62-5, 26266-68-2)

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2-Ethylhex-2-enal (88288-45-3, 645-62-5, 26266-68-2)

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2-NONANONE (821-55-6)

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Pentyl formate (638-49-3)

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2-Ethylbutanal (97-96-1)

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Octylamine (111-86-4, 68037-94-5)

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1-Butoxy-2-propanol (5131-66-8)

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Heptyl acetate (112-06-1)

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ETHYLCYCLOHEXANE (1678-91-7)

6 alternate names

2 safety hazards

3 suppliers

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trans-2-Nonenal

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