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Bornyl acetate

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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:
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Mol File:
76-49-3.mol
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Bornyl acetate Chemical Properties

Melting point:
29°C
Boiling point:
228-231 °C(lit.)
alpha 
-41 º (neat)
Density 
0.985 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.4635(lit.)
FEMA 
2159 | BORNYL ACETATE
Flash point:
192 °F
storage temp. 
Store at -20°C
solubility 
DMF: 25mg/mL; DMF:PBS (pH 7.2) (1:3): 0.25mg/mL; DMSO: 2mg/mL; Ethanol: 15mg/mL
form 
An oil
color 
Colorless to light yellow
Odor
at 100.00 %. woody pine herbal cedar spice
Odor Type
balsamic
Merck 
13,1329
JECFA Number
1387
Dielectric constant
4.6(21℃)
Cosmetics Ingredients Functions
FRAGRANCE
LogP
3.86
CAS DataBase Reference
76-49-3
NIST Chemistry Reference
Bornyl acetate(76-49-3)
EPA Substance Registry System
Bornyl acetate (76-49-3)
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Safety Information

WGK Germany 
1
TSCA 
TSCA listed

MSDS

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Bornyl acetate Usage And Synthesis

Chemical Properties

Bornyl acetate has a fresh, strong, piney odor and a fresh, burning taste.

Chemical Properties

Bornyl 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.

Occurrence

Reported 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.

Uses

Antineoplastic; radioactive agent.

Aroma threshold values

Detection: 75 ppb to 1.38 ppm

Taste threshold values

Taste characteristics at 10 ppm: camphoreous, woody, mentholic, berry and seedy with soapy, woody nuances.

Synthesis

l-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 materials

Bornyl acetateSupplier

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