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BUTYL ANTHRANILATE

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BUTYL ANTHRANILATE Basic information
BUTYL ANTHRANILATE Chemical Properties
  • Melting point:<0 °C
  • Boiling point:303 °C(lit.)
  • Density 1.06 g/mL at 25 °C(lit.)
  • refractive index n20/D 1.545(lit.)
  • FEMA 2181 | BUTYL ANTHRANILATE
  • Flash point:>230 °F
  • form neat
  • pka2.17±0.10(Predicted)
  • color A colourless or very pale straw-coloured liquid.
  • JECFA Number1536
  • Stability:Stability Air and light sensitive. Incompatible with alkalies, acids, strong oxidizing agents.
  • CAS DataBase Reference7756-96-9(CAS DataBase Reference)
  • EPA Substance Registry SystemButyl anthranilate (7756-96-9)
Safety Information
  • Hazard Codes Xn
  • Risk Statements 22-36/37/38
  • Safety Statements 26
  • WGK Germany 2
  • RTECS DG1527000
  • HazardClass IRRITANT
  • HS Code 2922493800
  • ToxicityBoth the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg
MSDS
BUTYL ANTHRANILATE Usage And Synthesis
  • Chemical Propertiesdark brown liquid
  • Chemical PropertiesButyl anthranilate has a sweet, faint, fruit (plum, petigrain) note.
  • OccurrenceReported present in peppermint oil from Brazil, Achillea ageratum, tea and in apple aroma.
  • DefinitionChEBI: A benzoate ester obtained by formal condensation of the carboxy group of anthranilic acid with the hydroxy group of butanol. Found in several fruit species, it is used as a flavouring and fragrance agent and also exhibits insect repellent properties.
  • PreparationPrepared by transesterification of methyl anthranilate (methyl 2-aminobenzoate) with n-butyl alcohol in the presence of HCl.
  • Taste threshold valuesTaste characteristics at 50 ppm: floral, green, fruity, sweet citrus, waxy character.
  • General DescriptionDark brown liquid. Insoluble in water.
  • Air & Water ReactionsSensitive to air and light. Insoluble in water. BUTYL ANTHRANILATE will hydrolyze under high and low pH conditions. .
  • Reactivity ProfileBUTYL ANTHRANILATE is an aminophenyl ester derivative. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
  • Fire HazardFlash point data for BUTYL ANTHRANILATE are not available. BUTYL ANTHRANILATE is probably combustible.
  • MetabolismEsters of benzoic acid are presumably either hydrolysed and then metabolized according to the normal pattern for the alcohol and acid produced, or possibly in some cases the ring may be hydroxylated and the product excreted as a glucuronide or sulphate ester . H-Butanol and isobutanol are rapidly oxidized in vivo, presumably to the aldehyde and acid ; only small amounts were excreted by rabbits as the glucuronic acid conjugates
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