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ETHYL ANTHRANILATE

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ETHYL ANTHRANILATE Basic information
ETHYL ANTHRANILATE Chemical Properties
  • Melting point:13-15 °C(lit.)
  • Boiling point:129-130 °C9 mm Hg(lit.)
  • Density 1.117 g/mL at 25 °C(lit.)
  • vapor density 5.7 (vs air)
  • FEMA 2421 | ETHYL ANTHRANILATE
  • refractive index n20/D 1.564(lit.)
  • Flash point:>230 °F
  • storage temp. Store below +30°C.
  • solubility Insoluble in water but soluble in organic solvents
  • pka2.20±0.10(Predicted)
  • form Clear liquid
  • color Light yellow
  • Specific Gravity1.1170
  • JECFA Number1535
  • BRN 878874
  • Stability:Stable. Combustible. Incompatible with acids, bases, oxidizing agents.
  • CAS DataBase Reference87-25-2(CAS DataBase Reference)
  • EPA Substance Registry SystemEthyl anthranilate (87-25-2)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/38
  • Safety Statements 26-36
  • WGK Germany 2
  • RTECS DG2448000
  • Hazard Note Irritant
  • TSCA Yes
  • HS Code 29224999
  • ToxicityThe acute oral LD50 value in rats was reported as 3.75 g/kg (3.32-4.18 g/kg) and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1975).
MSDS
ETHYL ANTHRANILATE Usage And Synthesis
  • Chemical Propertiescolourless liquid
  • Chemical PropertiesEthyl anthranilate has a faint, orange-flower odor and similar taste.
  • OccurrenceReported found in grapes, orange juice, orange peel oil, starfruit and Vitis labrusca L.
  • UsesPerfumery and flavors, similar to methyl anthranilate.
  • PreparationBy esterification of anthranilic acid with ethanol in the presence of acid catalysts; by reacting sodium hypochlorite with an alkaline solution of phthalimide
  • General DescriptionColorless liquid with a fruity odor. Insoluble in water.
  • Air & Water ReactionsETHYL ANTHRANILATE should be protected from air and light. Insoluble in water.
  • Reactivity ProfileETHYL ANTHRANILATE may hydrolyze under acidic and basic conditions.
  • Fire HazardFlash point data for ETHYL ANTHRANILATE are not available. ETHYL ANTHRANILATE is probably combustible.
  • PharmacologyEthyl anthranilate behaved as a local anaesthetic, as measured by depression of muscle twitch, but was 50% less effective than the m- and p-aminobenzoate isomers. All three compounds potentiated the initial phase of caffeine-induced contracture of frog sartorius muscle, but the o-isomer had no effect on the peak tension of the contracture (Friedman, Bianchi & Weiss. 1974). It was proposed that the o-amino group has both steric and polar effects, its bulk preventing the inhibitory action of the carbonyl group on the caffeine-induced contracture of sartorius muscle, while the lone electron pair of the nitrogen atom induces a contracture on its own accord and potentiates a caffeine-induced contracture (Friedman, 1975).
    Ethyl anthranilate (0-1 mmol/litre) decreased the frequency of the electric-organ discharges of the electric fish, Gnathonemus moori, but did not affect the individual pulse amplitudes, indicating that the compound acted on the pacemaker cells of the mesencephalic command nucleus (Walsh & Schopp, 1966).
  • Safety ProfileModerately toxic by ingestion. A skin irritant. Combustible liquid. When heated to decomposition it emits toxic fumes of NOx.
ETHYL ANTHRANILATE Preparation Products And Raw materials
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