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Methyl trans-2-nonenoate

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Methyl trans-2-nonenoate Basic information
Methyl trans-2-nonenoate Chemical Properties
Safety Information
  • Hazard Codes Xi,N
  • Risk Statements 36/38-51/53
  • Safety Statements 26-61
  • RIDADR UN 3082 9/PG 3
  • WGK Germany 2
  • RTECS RA9470000
  • ToxicityBoth the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1975)
MSDS
Methyl trans-2-nonenoate Usage And Synthesis
  • DescriptionMethyl 2-nonenoate has a characteristic violet-like odor. May be obtained in quantitative yields by treating methyl P-chlorocaproate with sodium acetate, or by dehydrogenating the corresponding saturated ester.
  • Chemical PropertiesMethyl-2-nonenoate has a characteristic green, violet-like odor
  • Chemical PropertiesColorless to slightly yellow liquid;strong violet-leaf odor. Stable; soluble in alco-hol. Combustible.
  • Chemical PropertiesMethyl 2-Nonenoate is a colorless to pale yellow liquid with a green, floral note. It imparts freshness to floral fragrance compositions and is recommended as a substitute for methyl 2-octynoate.The synthesis consists of a condensation of heptanal withmalonic acid, decarboxylation, and subsequent esterification with methanol.
  • OccurrenceHas apparently not been reported to occur in nature.
  • UsesPerfumes.
  • PreparationObtained in quantitative yields by treating methyl β-chlorocaproate with sodium acetate, or by dehydrogenating the corresponding saturated ester.
  • Taste threshold valuesTaste characteristics at 5 ppm: green, waxy, oily, fruity, watermelon rind, pear- and apple-like.
  • Synthesis Reference(s)The Journal of Organic Chemistry, 54, p. 1831, 1989 DOI: 10.1021/jo00269a017
    Synthetic Communications, 24, p. 2069, 1994 DOI: 10.1080/00397919408010217
    Tetrahedron Letters, 30, p. 6555, 1989 DOI: 10.1016/S0040-4039(01)89020-1
  • Trade nameNeofolione (Givaudan).
  • Metabolism2-Nonenoic acid produced by the hydrolysis of methyl nonylenate will presumably pass through the normal pathways of fatty acid metabolism (Lehninger, 1970)
Methyl trans-2-nonenoate Preparation Products And Raw materials
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