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10-Undecenal

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10-Undecenal Basic information
10-Undecenal Chemical Properties
  • Melting point:7°C
  • Boiling point:98-100 °C3 mm Hg(lit.)
  • Density 0.84 g/mL at 25 °C(lit.)
  • vapor density >1 (vs air)
  • refractive index n20/D 1.4427(lit.)
  • FEMA 3095 | 10-UNDECENAL
  • Flash point:199 °F
  • storage temp. 2-8°C
  • form Crystals or Crystalline Powder
  • Specific Gravity0.84
  • color White
  • Water Solubility Insoluble
  • JECFA Number330
  • CAS DataBase Reference112-45-8(CAS DataBase Reference)
  • NIST Chemistry Reference10-Undecenal(112-45-8)
  • EPA Substance Registry System10-Undecenal (112-45-8)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 38-10
  • Safety Statements 24/25-37/39-26
  • WGK Germany 2
  • RTECS YQ2835000
  • HS Code 29121900
MSDS
10-Undecenal Usage And Synthesis
  • Chemical PropertiesClear colorless liquid
  • Chemical Properties10-Undecenal was identified, for example, in coriander leaf extract. It is a colorless liquid with a fatty, green, slightly metallic, heavy, floral odor. The aldehyde can be synthesized from undecylenic acid, for example, by hydrogenation of the acid chloride (Rosenmund reduction) or by reaction with formic acid in the vapor phase in the presence of titanium dioxide. In perfumery, 10-undecenal is one of the aldehydes essential for creating the “aldehydic note.”
    Mixtures containing undecenals with the double bond in other positions (9-, 8-, 7-) are also marketed and used in fragrances, for example, Aldehyde C11 Iso (Givaudan), Intreleven aldehyde (IFF).
  • Chemical Properties10-Undecenal has a characteristic fatty, rose odor on dilution. It has an unpleasant sweet, fatty taste. This compound tends to polymerize.
  • OccurrenceReported found in coriander leaf (Coriandrum sativum L.).
  • PreparationBy oxidation of the corresponding alcohol or reduction of the corresponding acid; by passing vapors of formic acid and undecylenic acid over TiO2 at 250°C under pressure; by passing vapors of undecylenic acid and methanol over a manganese dioxidebased catalyst; or by reduction of ethyl undecylenate with lithium hydride and sodium in tetrahydrofuran solution at very low temperature (–50°C).
  • Taste threshold valuesTaste characteristics at 2.5 ppm: fatty, oily and aldehydic with a mandarin, citrus nuance.
  • Synthesis Reference(s)The Journal of Organic Chemistry, 47, p. 4534, 1982 DOI: 10.1021/jo00144a026
    Synthetic Communications, 12, p. 839, 1982 DOI: 10.1080/00397918208065961
  • Safety ProfileLOW toxicity by ingestion and skin contact. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
10-Undecenal Preparation Products And Raw materials
10-Undecenal(112-45-8)Related Product Information
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