1-OCTEN-3-ONE (4312-99-6)

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Suppliers

• Sigma-Aldrich - 1-OCTEN-3-ONE
  40.00 - 581.00 USD
• Fisher Scientific - Search for 1-OCTEN-3-ONE
• TCI - 1-OCTEN-3-ONE
  34.00 - 116.00 USD

Most-cited Publications

• Decarbonylation studies in the endo- and exo-tricyclo[3.2.1.02,4]octen-8-one series. Stereoelectronic requirements for cyclopropyl participation (Journal of the American Chemical Society, 1967)
• Validation of an analytical method for the solid phase extraction, in cartridge derivatization and subsequent gas chromatographicion trap tandem mass spectrometric determination of 1-octen-3-one in wines at ng L1 level (Analytica Chimica Acta, 2006)
• Studies on the enzymic reduction of 1-octen-3-one in mushroom (Agaricus bisporus) (Journal of Agricultural and Food Chemistry, 1984)
• Enzyme-assisted synthesis of (S)-1,3-dihydroxy-3,7-dimethyl-6-octen-2-one, the male-produced aggregation pheromone of the Colorado potato beetle, and its (R)-enantiomer (Tetrahedron-asymmetry, 2005)
• Correlation of 1-Octen-3-one with antixenotic resistance in subterranean clover cotyledons to red-legged earth mite, Halotydeus destructor (Acarina: Penthaleidae) (Journal of Chemical Ecology, 1996)
• Use of 1-nonen-3-one for aroma/flavor enhancement (1997)

Areas of Application

Safety

• Request a Demo
  Predict GHS Hazards for Any Chemical in silico.
  Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more.

Trends

Alternate Names

• 1-nonen-3-one
• SMILES
  CCCCCC(=O)C=C
• InChIKey
  KLTVSWGXIAYTHO-UHFFFAOYSA-N

External Links

• Pubchem - 1-OCTEN-3-ONE
• Wikipedia - 1-octen-3-one
  Oct-1-en-3-one (CH2=CHC(=O)(CH2)4CH3), also known as 1-octen-3-one, is the odorant that is responsible for the typical "metallic" smell of metals and blood coming into contact with skin. Oct-1-en-3-one has a strong metallic mushroom-like odor with an odor detection threshold of 0.031.12 g/m3 and it is the main compound responsible for the "smell of metal", followed by decanal (smell: orange skin, flowery) and nonanal (smell: tallowy, fruity). Oct-1-en-3-one is the degradative reduction product of the chemical reaction of skin lipid peroxides and Fe2+.

Synthesis

ACRYLONITRILE  +  1-CHLOROPENTANE (Grignard carbonyl)

1-OCTEN-3-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 1-OCTEN-3-ONE ›

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1-OCTEN-3-ONE

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