Bornyl acetate

Bornyl acetate
  • CAS No.:76-49-3
Other grades of this product :
Bornyl acetate Basic information
Product Name:Bornyl acetate
Synonyms:1-BORNYLACETATE;Acetic acid isobornyl ester;(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) acetate;Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)-;1,7,7-Trimethylbicyclo[2.2.1]heptane-2-yl=acetate;Acetic acid 1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl;Acetic acid 1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl ester;Acetic acid isobornyl
CAS:76-49-3
MF:C12H20O2
MW:196.29
EINECS:200-964-4
Product Categories:A-B;Alphabetical Listings;Flavors and Fragrances;Inhibitors
Mol File:76-49-3.mol
Bornyl acetate Chemical Properties
Melting point 29°C
alpha -41 º (neat)
Boiling point 228-231 °C(lit.)
density 0.985 g/mL at 25 °C(lit.)
refractive index n20/D 1.4635(lit.)
FEMA 2159 | BORNYL ACETATE
Fp 192 °F
Merck 13,1329
JECFA Number1387
CAS DataBase Reference76-49-3
NIST Chemistry ReferenceBornyl acetate(76-49-3)
EPA Substance Registry SystemBornyl acetate (76-49-3)
Safety Information
WGK Germany 1
MSDS Information
ProviderLanguage
Acetic acid isobornyl ester English
SigmaAldrich English
Bornyl acetate Usage And Synthesis
Chemical PropertiesBornyl acetate occurs in its optically active forms and as a racemate in many essential oils. (1S,2R,4S)-(?)-Bornyl acetate is a characteristic component of most conifer oils. It has a camphoraceous, pine-needle-like odor. Both (1R,2S,4R)- (+)-bornyl acetate and (?)-bornyl acetate form colorless crystals; the racemate is a colorless liquid. Bornyl acetate is prepared by esterification of borneol with acetic anhydride or via the process described under borneol. Due to its characteristic pine-needle odor, bornyl acetate is frequently used in conifer needle compositions, soaps, bath products, room sprays, and pharmaceutical products.
Chemical PropertiesBornyl acetate has a fresh, strong, piney odor and a fresh, burning taste.
OccurrenceReported found in the oils of Abies canadensis, A. concolor, Picea canadensis, P. rubens, P. orientalis, Pinus densiflora, Larix americana, Callitris drum-mondi, Abies alba, Pinus punulio, Abies sibirica L., and in coriander, thyme and valerian oil; it has been identified in the essence from flowers of Chrysanthemum sincuse Sabin, in the distillate of Teucrium chamaedris L., and in the fresh rhizomes of Valeriana officinalis L.; d-bornyl acetate is found in the essential oils of Callitris glauca, C. robusta, C. gracilis, C. verrucosa and C. calcarata; the presence of acetate has been excluded from the essence of lavender and lavandin.
UsesAntineoplastic; radioactive agent.
Aroma threshold valuesDetection: 75 ppb to 1.38 ppm
Taste threshold valuesTaste characteristics at 10 ppm: camphoreous, woody, mentholic, berry and seedy with soapy, woody nuances.
Synthesisl-Bornyl acetate occurs naturally in many oils distilled from the leaves of plants of the family Pinaceae; d-bornyl acetate is found in the oils distilled from plants of the family Cupressaceae; bornyl acetate, therefore may be isolated by distillation and crystallization from these; however, it is commonly prepared by direct acetylation of borneol; the first synthesis dates to 1889.
Bornyl acetate Preparation Products And Raw materials
Raw materialsTurpentine oil
Preparation ProductsTerpinolene

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