76-49-3

Basic information

• Product Name: Bornyl acetate
• Synonyms: (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;(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) ethanoate;acetic acid 2-bornyl ester
• CAS NO: 76-49-3
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29
• EINECS: 200-964-4
• Product Categories: Inhibitors;A-B;Alphabetical Listings;Flavors and Fragrances
• Mol File: 76-49-3.mol
• Article Data: 24

Chemical Properties

• Melting Point: 29°C
• Boiling Point: 228-231 °C(lit.)
• Flash Point: 192 °F
• Appearance: /
• Density: 0.985 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4635(lit.)
• Merck: 13,1329
• CAS DataBase Reference: Bornyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Bornyl acetate(76-49-3)
• EPA Substance Registry System: Bornyl acetate(76-49-3)

Safety Data

• WGK Germany: 1
• Hazardous Substances Data: 76-49-3(Hazardous Substances Data)

Usage

Description

Bornyl acetate, also known as d-bornyl acetate, is an organic compound that occurs naturally in various essential oils derived from plants such as conifers, coriander, thyme, and valerian. It is an optically active ester with a characteristic pine-needle-like odor and a fresh, strong, piney taste. Bornyl acetate is prepared by the esterification of borneol with acetic anhydride or through a process involving borneol.

Uses

Used in Fragrance Industry:
Bornyl acetate is used as a fragrance ingredient for its camphoraceous, woody, mentholic, berry, and seedy scent with soapy and woody nuances. It is a characteristic component of most conifer oils, contributing to their distinct pine-needle-like aroma.
Used in Soaps and Bath Products:
Due to its fresh, strong, piney odor, bornyl acetate is used as a scent additive in soaps and bath products to provide a refreshing and invigorating experience for users.
Used in Room Sprays:
Bornyl acetate is used as an active ingredient in room sprays to impart a clean, pine-like fragrance, creating a pleasant and natural atmosphere in indoor spaces.
Used in Pharmaceutical Products:
Bornyl acetate is used in the pharmaceutical industry for its characteristic pine-needle odor, which can be incorporated into various medicinal products to enhance their scent and user experience.
Used in Essential Oils:
Bornyl acetate is found in the essential oils of various plants, such as Callitris glauca, C. robusta, C. gracilis, C. verrucosa, and C. calcarata. It contributes to the unique aroma and therapeutic properties of these essential oils, making them valuable for various applications in aromatherapy and alternative medicine.

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.

InChI:InChI=1/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3

Upstream product

• 108-05-4 vinyl acetate 
• 6627-72-1 rac-endo-borneol 
• 72-89-9 acetylcoenzyme A 
• 80-56-8 Pinene 
• 64-19-7 acetic acid 
• 79-92-5 camphene 
• 108-24-7 acetic anhydride 
• 86119-84-8 phosphoric acid 
• 565-00-4 dl-camphene 
• 7664-93-9 sulfuric acid 
• 464-41-5 bornyl chloride 
• 557-34-6 zinc diacetate 
• 464-45-9 endo-borneol 
• 464-43-7 d-borneol 

Downstream Products

• 91839-99-5 dl-6-acetoxy-bornan-3-one 
• 76-22-2 Camphor 
• 39850-78-7 5-Ketoborneol 
• 565-00-4 dl-camphene 
• 64-19-7 acetic acid 
• 20347-65-3 (1R,2S,4R)-bornyl acetate 
• 464-45-9 endo-borneol 
• 464-43-7 d-borneol 
• 5655-61-8 bornyl acetate 
• 464-43-7 borneol 
• 28974-17-6 isobornyl acetate 
• 71424-71-0 iso-Bornyl acetate 
• 124-76-5 isoborneol 
• 54717-80-5 bornyl acetoacetate 

Relevant articles and documents

Solvent-free Acetylation Procedure

-

Method for synthesizing bornyl acetate from turpentine

The invention discloses a method for synthesizing bornyl acetate from turpentine, which relates to the technical field of deep processing of turpentine. The preparation method comprises the followingsteps of proportioning titanium sulfate and hydroxycarboxylic acid to form a composite catalyst, mixing turpentine, acetic acid and the composite catalyst, and reacting in a stirring state, after thereaction is finished, filtering, and removing acetic acid from the filtrate to obtain a solution containing bornyl acetate, neutralizing the solution containing the bornyl acetate, and washing with water to obtain a bornyl acetate crude product, and then fractionating the crude product of the bornyl acetate to obtain the bornyl acetate. The synthesis method provided by the invention is high in catalytic activity, low in cost and high in selectivity on the borneol acetate, and does not need to use a raw material with too high pinene content.

Heterogeneous zeolite-based catalyst for esterification of α-pinene to α-terpinyl acetate

The purpose of this study is to determine the most effective type of heterogeneous catalyst such as natural zeolite (ZA), Zr-natural zeolite (Zr/ZA) and zeolite Y (H/ZY) in esterification of α-pinene. α-terpinyl acetate was successfully synthesized from α-pinene and acetic anhydride by their heterogeneous catalysts. The esterification reaction was carried out with reaction time, temperature and zeolite catalysts. The most effective catalysts used in the synthesis of α-terpinyl acetate is catalyst H/ZY with the yield is 52.83% at 40oC for the time 4 h with a selectivity of 61.38%. The results showed that the effective separation of catalyst could contribute to developing a new strategy for the synthesis of α-terpinyl acetate.