Bornyl acetate
- CAS NO.:76-49-3
- Empirical Formula: C12H20O2
- Molecular Weight: 196.29
- MDL number: MFCD00135944
- EINECS: 200-964-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is Bornyl acetate?
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.
Chemical properties
Bornyl acetate has a fresh, strong, piney odor and a fresh, burning taste.
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.
The Uses of Bornyl acetate
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.
Properties of Bornyl acetate
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 | n |
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 |
JECFA Number | 1387 |
Merck | 13,1329 |
Dielectric constant | 4.6(21℃) |
CAS DataBase Reference | 76-49-3 |
NIST Chemistry Reference | Bornyl acetate(76-49-3) |
EPA Substance Registry System | Bornyl acetate (76-49-3) |
Safety information for Bornyl acetate
Computed Descriptors for Bornyl acetate
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