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

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

JECFA Number

1387

Merck 

13,1329

Dielectric constant

4.6（21℃）

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)

Safety Information

WGK Germany 

1

MSDS

• Language:English Provider:Acetic acid isobornyl ester
• Language:English Provider:SigmaAldrich

Bornyl acetate Usage And Synthesis

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.

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(76-49-3)Related Product Information

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• Ammonium acetate
• Vinyl acetate
• Magnesium acetate
• Ethyl 2-(Chlorosulfonyl)acetate
• Benzyl acetate
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• Triacetin
• cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate