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Benzyl acetate

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Benzyl acetate Basic information
Benzyl acetate Chemical Properties
  • Melting point:−51 °C(lit.)
  • Boiling point:206 °C(lit.)
  • Density 1.054 g/mL at 25 °C(lit.)
  • vapor density 5.1
  • vapor pressure 23 mm Hg ( 110 °C)
  • refractive index n20/D 1.502(lit.)
  • Flash point:216 °F
  • storage temp. Store below +30°C.
  • form Liquid
  • color Colorless liquid
  • Odorsweet, floral fruity odor
  • explosive limit0.9-8.4%(V)
  • Water Solubility <0.1 g/100 mL at 23 ºC
  • JECFA Number23
  • Merck 14,1123
  • BRN 1908121
  • CAS DataBase Reference140-11-4(CAS DataBase Reference)
  • NIST Chemistry ReferenceBenzyl ethanoate(140-11-4)
  • IARC3 (Vol. 40, Sup 7, 71) 1999
  • EPA Substance Registry SystemBenzyl acetate (140-11-4)
Safety Information
Benzyl acetate Usage And Synthesis
  • Chemical PropertiesBenzyl acetate is a colorless liquid with a fruity odor. On burning and decomposition, it produces irritating fumes. Benzyl acetate reacts with strong oxidants causing fire and explosion hazard.
    Benzyl acetate
    Benzyl acetate is stable under normal conditions of use. Heating to decomposition may release carbon monoxide, carbon dioxide and other potentially toxic fumes and gases. Vapors may form explosive mixtures with air at elevated temperatures (> 90°C / 194°F). Avoid heat, open flames and other potential sources of ignition.
    It has been used as a food additive in fruit flavours and as a component of perfumes since the early 1990s and is widely used as a fragrance in soaps, detergents and incense. There is widespread human exposure to benzyl acetate by ingestion, skin application and inhalation.
  • Chemical PropertiesBenzyl acetate has a characteristic flowery (jasmine) odor and a bitter, pungent taste. It is the main component of jasmine absolute and gardenia oils. It occurs as a minor component in a large number of other essential oils and extracts. It is a colorless liquid with a strong, fruity, jasmine odor. Benzyl acetate is prepared by esterification of benzyl alcohol with acetic anhydride (e.g., with sodium acetate as a catalyst) or by reaction of benzyl chloride with sodium acetate. In terms of volume, benzyl acetate is one of the most important fragrance and flavor chemicals.Although benzyl acetate is present in some essential oils at levels up to 65%, most of the commercial product is of synthetic origin.
  • OccurrencePresent as a main constituent in several oils and flower absolutes: ylang-ylang, cananga, neroli, jasmine, hyacinth, gardenia, tuberose. It has been isolated from the essential oil of the flowers of Loiseleuria procumbens Desv. (azelea). Also reported found in apricot, cooked asparagus, mozzarella cheese, grilled beef, cooked pork, malt whiskey, fresh mango, malt, wort and clams.
  • UsesIn perfumery, solvent for cellulose acetate and nitrate.
  • UsesBenzyl acetate is used as an artificial jasmine and other perfumes, soap perfume, flavoring agent, solvent for cellulose acetate and nitrate, natural and synthetic resins, oils, lacquers, polishes, printing inks, and varnish removers.
  • PreparationBy interaction of benzyl chloride and sodium acetate; by acetylation of benzyl alcohol, or from benzaldehyde and acetic acid with zinc dust.
  • DefinitionChEBI: The acetate ester of benzyl alcohol.
  • Production MethodsBenzyl acetate is produced by the interaction of benzyl chloride and sodiumacetate, by acetylation of benzyl alcohol, or from benzaldehyde and acetic acid with zinc dust .
  • Aroma threshold valuesDetection: 2 to 270 ppb
  • Taste threshold valuesTaste characteristics at 40 ppm: sweet and fruity
  • Synthesis Reference(s)Chemical and Pharmaceutical Bulletin, 35, p. 1608, 1987 DOI: 10.1248/cpb.35.1608
    The Journal of Organic Chemistry, 31, p. 2033, 1966 DOI: 10.1021/jo01344a544
    Synthetic Communications, 24, p. 1045, 1994 DOI: 10.1080/00397919408020781
  • General DescriptionColorless liquid with an odor of pears.
  • Air & Water ReactionsInsoluble in water.
  • Reactivity ProfileBenzyl acetate is an ester. 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. Benzyl acetate is incompatible with strong oxidizing agents. Benzyl acetate is also incompatible with acids, bases and reducing agents.
  • HazardA poison by inhalation. Moderately toxic by ingestion. Combustible. Upper respiratory tract irritant. Questionable carcinogen.
  • Health HazardHarmful if inhaled. May be harmful if swallowed or absorbed through the skin. Vapor or mist is irritating to the eyes, mucous membrane and upper respiratory tract.
  • Health HazardExposures to benzyl acetate cause adverse health effects. The symptoms of toxicity and poisoning include irritation to the skin, eyes, burning sensation, confusion, dizziness, drowsiness, labored breathing, sore throat, nausea, vomiting, and diarrhea. Benzyl acetate also causes adverse health effects to the respiratory tract and the CNS system with neurological effects.
  • Fire HazardBenzyl acetate is combustible.
  • Safety ProfileA poison by inhalation.Moderately toxic by ingestion and subcutaneous routes.Human systemic effects by inhalation: an antipsychotic,unspecified respiratory and urinary system effects.Questionable carcinogen with experimental tumorigenicdata. Combusti
  • CarcinogenicityNot listed by ACGIH, IARC, NTP, or California Proposition 65.
  • MetabolismThe esters of benzyl alcohol, such as the acetate, benzoate, cinnamate and hydrocinnamate, are rapidly hydrolysed in vivo to benzyl alcohol which is then oxidized to benzoic acid and excreted as hippuric acid
  • storageBenzyl acetate should be kept stored in a cool, dry place with the container closed when not in use.
  • Purification MethodsPurify the acetate by fractional distillation, preferably in a good vacuum. Values of n25 of 1.5232-1.5242 are too high and should be nearer to 1.4994. [Merker & Scott J Org Chem 26 5180 1961, Beilstein 6 IV 2262.]
  • PrecautionsExposures to benzyl acetate far above the OEL may result in unconsciousness. After handling and using benzyl acetate, workers should wash thoroughly and remove contaminated clothing, washing it before reuse. Workers should avoid any kind of contact of benzyl acetate with the eyes, skin, ingestion, and inhalation. Workers should wear safety glasses and chemical goggles to avoid splashing of the chemical substance during work, and wear appropriate protective gloves and clothing to prevent skin exposure
Benzyl acetate Preparation Products And Raw materials
Benzyl acetate(140-11-4)Related Product Information
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