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BORNYL ACETATE


EC / List no.: 200-964-4
CAS no.: 76-49-3
Mol. formula: C12H20O2

Bornyl acetate is a chemical compound.
Its molecular formula is C12H20O2 and its molecular weight is 196.29 g/mol. 
Bornyl Acetate is the acetate ester of borneol. 
Bornyl Acetate is used as a food additive, flavouring agent, and odour agent.

Bornyl Acetate is a component of the essential oil from pine needles (from the family Pinaceae) and primarily responsible for its odor.


About this substance
Helpful information
Bornyl acetateis registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 to < 100 tonnes per annum.

Bornyl acetate is used by consumers, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses
Bornyl acetate is used in the following products: air care products, biocides (e.g. disinfectants, pest control products), perfumes and fragrances, polishes and waxes, washing & cleaning products and cosmetics and personal care products. Other release to the environment of this substance is likely to occur from: indoor use as processing aid and outdoor use as processing aid.

Widespread uses by professional workers
Bornyl acetate is used in the following products: polishes and waxes and washing & cleaning products.
Other release to the environment of this substance is likely to occur from: indoor use as processing aid.
Formulation or re-packing
Release to the environment of this substance can occur from industrial use: formulation of mixtures.
Uses at industrial sites
Bornyl acetate is used in the following products: washing & cleaning products.
Bornyl acetate has an industrial use resulting in manufacture of another substance (use of intermediates).
Bornyl acetate is used for the manufacture of: chemicals.
Release to the environment of this substance can occur from industrial use: in processing aids at industrial sites and as an intermediate step in further manufacturing of another substance (use of intermediates).
Manufacture
Release to the environment of Bornyl acetate can occur from industrial use: manufacturing of the substance.

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. 
Bornyl Acetate 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.

Color/Form
Colorless to very pale straw-colored liquid


Pharmacology and Biochemistry
Absorption, Distribution and Excretion
The percutaneous absorptions of camphene, isoborneol-acetate, limonene, menthol and alpha-pinene as constituents of a foam bath (Pinimenthol) were measured on animals using radioactively labelled ingredients. 
Pharmacokinetic measurements showed maximum blood levels for all tested ingredients 10 min after the onset of percutaneous absorption. 
None of the ingredients was preferentially absorbed. 
Blood levels of all ingredients after 10 min of percutaneous absorption were a direct function of the size of the skin area involved.

Metabolism/Metabolites
Isobornyl acetate readily hydrolyzes (within hours) to isobornyl alcohol during the first step of its biochemical pathway. 
The alcohol will become conjugated with glucoronic acid and be excreted in the urine (expected within hours to days).

Use and Manufacturing

Household & Commercial/Institutional Products
• Auto Products
• Commercial / Institutional
• Inside the Home
• Personal Care

Uses
For isobornyl acetate (USEPA/OPP Pesticide Code: 128875) there are 0 labels match. 
Not registered for current use in the USA, but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses
Isobornyl acetate is used in large amounts for perfuming soap, bath products, and air fresheners. However, the major use of isobornyl acetate is as an intermediate in the production of camphor.

Industry Uses
Odor agents

Consumer Uses
• Air care products
• Cleaning and furnishing care products
• Laundry and dishwashing products
• Non-TSCA use
• Paper products
• Personal care products
• Plastic and rubber products not covered elsewhere


Methods of Manufacturing

By treatment of camphene with acetic acid, usually in the presence of a catalyst; also by acetylation of isoborneol; depending on the starting material (d-camphene or l-camphene), the resulting acetate may exhibit slight optical activity; the commercial product is considered to be optically inactive.

Isobornyl acetate is prepared from camphene and acetic acid in the presence of acidic catalysts (e.g., sulfuric acid), or on a styrene-divinylbenzene acid ion-exchanger.


General Manufacturing Information
Industry Processing Sectors
• All other chemical product and preparation manufacturing
• Fragrance
• Plastic material and resin manufacturing
• Soap, cleaning compound, and toilet preparation manufacturing


IDENTIFICATION AND USE: Isobornyl acetate is used in soaps, detergents, creams and lotions and perfumes.


Introduction

Bornyl acetate is the primary chemical constituent found in Siberian Fir essential oil. 
Bornyl Acetate is also found in Douglas Fir, Cypress, Rosemary, Frankincense, and Juniper Berry essential oils in small amounts. 
Bornyl acetate is chemically classified as a monoterpene ester. 
Bornyl Acetate shares the same carbon backbone as borneol, a highly researched monoterpene alcohol. 
The only difference between the two compounds is that the alcohol group is replaced with an acetate ester group. 
Bornyl acetate is known for its ability to help soothe, relax, and support skin and tissue health.
 

Enantiomers of bornyl acetate

Many research articles have characterized bornyl acetate as a sex pheromone in various species of insects, such as cockroaches, beetles, and flies. 
But plants and insects actually produce structurally different versions of this molecule. 
Interestingly, the chemical structure of the bornyl acetate produced by insects is actually the mirror image, or an enantiomer, of the bornyl acetate produced by plants.
Insects produce (+)-bornyl acetate, while plants produce (-)-bornyl acetate. 
Thankfully, this means that the version of bornyl acetate found in natural essential oils doesn’t attract insects.


Health Benefits

Bornyl acetate has relaxing properties. 
In a human clinical trial, inhalation of bornyl acetate induced relaxation of the autonomic nervous system and reduced levels of arousal during and after visual display terminal work (work at a computer desktop).
In an experimental model of hyperactivity, German scientists found that bornyl acetate has calming effects and can help soothe an agitated nervous system.

Multiple studies have confirmed that bornyl acetate also has soothing and supportive effects on the body’s tissues. 
Various research groups have found that bornyl acetate affects gene expression and protein activity in different cell types in a way that can soothe a normal inflammatory response.
Bornyl Acetate is also effective for supporting cellular health in gastric cells.


Cosmetic Uses

Researchers investigating the activity of Japanese cedar essential oil found that bornyl acetate, one of its constituents, is highly effective in inhibiting the tyrosinase enzyme.
Tyrosinase is the rate-limiting enzyme for controlling the production of melanin, the pigment that makes skin darker. 
This discovery suggests that bornyl acetate may have potential applications in cosmetics as a means to prevent the darkening of skin and help make skin fairer and young-looking. 
Bornyl Acetate is important to keep in mind that these results are preliminary and that wearing sunscreen is probably the best way to prevent skin darkening.


Conclusion

Bornyl acetate, one of the mains constituents in Siberian Fir essential oil, is unique in its ability to calm feelings of agitation.
Bornyl acetate also has many potential applications in health and cosmetics because of its ability to inhibit certain enzymes and affect cell and tissue health.

Bornyl acetate is the acetate ester of (+)-borneol, a natural terpene derivative. 
The (–)-enantiomer is also found in nature. Both esters are found in oils extracted from the needles of conifers in the Pinaceae family.

Bornyl acetate’s “piney” aroma makes it a common ingredient of perfumes used in air fresheners, cleaners, and personal care products. 
Bornyl acetate is reported to have anti-inflammatory, analgesic, antibiotic, and sedative properties. 
The US Food and Drug Administration lists it as an active ingredient in over-the-counter cough and cold medications.

Bornyl acetate is the main volatile constituent in numerous conifer oils and some Chinese traditional herbs, which has displayed an anti-inflammatory effect. 
In addition was shown, that this compound had therapeutic potentials for the osteoarthritis and may be developed as a preventive agent for lung inflammatory diseases. 
In combination with 5-fluorouracil, bornyl acetate possesses the anticancer activity by inducing apoptosis, DNA fragmentation as well as G2/M cell cycle arrest.

Bornyl acetate, also known as bornyl acetic acid, is a member of the class of compounds known as bicyclic monoterpenoids. 
Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. 
Bornyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Bornyl acetate is a camphor, cedar, and herbal tasting compound and can be found in a number of food items such as nutmeg, rosemary, spearmint, and sunflower, which makes bornyl acetate a potential biomarker for the consumption of these food products.


Bornyl acetate (Isobornyl, Bornyl acetic ether, 2-Camphanol), the main volatile constituent in numerous conifer oils and some Chinese traditional herbs, exhibits anti-inflammatory property and it is used as an analgesic.

Bornyl acetate is an ester of borneol and is used as a food additive and a flavoring agent. 
Bornyl Acetate is a colorless liquid with a strong piney aroma. 
In fact, it is bornyl acetate that gives pine its scent.

Natural Sources of bornyl acetate include pine needles, valerian root, fir needles, inula, hemlock, and douglas fir. 
The oil is also found in lower concentration in rosemary, Canadian fir, silver fir, and bee balm.


Uses for Bornyl Acetate 
The pine-like aroma of bornyl acetate is what makes it so popular in perfumes and as a flavoring agent. 
Bornyl Acetate is often used in air fresheners, as well for cleaning and personal care products. 
Bornyl acetate also has a range of health benefits when used as part of essential oils.

Reduces Inflammation
Bornyl acetate has anti-inflammatory and analgesic properties. 
Bornyl Acetate has been found to help decrease the pain response and reduce swelling. 
Additionally, it is the main constituent of amomum villosum, which is often used as a pain reliever.

Studies about the anti-inflammatory effects of essential oils containing bornyl acetate show that there is evidence indicating that bornyl acetate significantly reduces inflammation. 
Reducing inflammation can often be a powerful way of helping fight pain and promote overall well-being.

Promotes Relaxation
Several studies have observed that bornyl acetate contains sedative properties. 
Bornyl Acetate has been found to induce autonomic relaxation and reduce arousal level in humans after they perform work on the computer.
Additionally, while it helped people relax, they did not experience impairment in their ability to actually perform the task at hand. 
This means that essential oils containing bornyl acetate could be valuable for improving relaxation while maintaining focus and alertness. 
MONQ’s sleepy personal essential oil diffuser is high in bornyl acetate.

Fights Infection
Essential oils from plants that contain bornyl acetate often have antibacterial properties, which means they can be used to prevent infections or disease.

Prevents Free Radical Damage
Free radicals have the potential to have damaging effects on the body, most notably contributing to the aging process. 
The radical scavenging activity of essential oils that contain bornyl acetate has the potential to prevent this damage.


Fir and Pine Essential Oils
Fir and pine essential oils are hugely popular during the holiday season, however, there are many people who appreciate their value and health benefits year-round. 
Bornyl acetate is found in most fir and pine needles, although in different concentrations depending on the plant, the way in which it is harvested, and the season during which its harvested.


Bornyl acetate is a potent odorant, exhibiting one of the highest flavor dilution factor (FD factor). Bornyl acetate possesses anti-cancer activity.
    
Bornyl acetate is characterized as one of the most important odorants of fresh ginger juice, as it exhibits one of the highest FD factors. 
Bornyl acetate is also identified as playing very important sensory roles in the aroma of fresh Japanese ginger.
Bornyl acetate (0-96 μM) induces dose-dependent growth inhibitory efects on human gastric cancer cells in vitro.
Combined effect of Bornyl acetate (48 μM) and 5-FU on SGC-7901 human gastric cancer cell death via apoptosis.

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Bornyl Acetate is chiral building block used for the synthesis of various compounds. 
Bornyl Acetate is also the chemical constituent of some essential oils, such as Artemisia, having antiviral, anti-stimulants, antidepressant and stimulant bile flow properties. 
Also effects the root growth of plants.

Bornyl Acetate is primarily produced from pine tree oils, although it also occurs naturally in other plants including thyme, rosemary and coriander. 
The terpene’s heavy pine smell has made it popular with industries that appeal to the sense of smell, from fragrances to cleaning solutions. 
As mirrored images of each other, the d and l forms of the terpene have different molecular structures; l-Bornyl Acetate features a sweeter but more mild flavor and aroma profile than its d twin. 
Medicinal properties associated with the terpene include anti-infection, anti-inflammatory and relaxation qualities.

Bornyl acetate, the main volatile constituent in numerous conifer oils and some Chinese traditional herbs, exhibits anti-inflammatory property and it is used as an analgesic.

A wide assortment of chemicals and reagents are available for use in biochemistry, molecular biology, and cell biology. 
Browse effectively through our extensive catalog by selecting appropriate filters on the left for attributes such as product type, application, format, or method of detection. Dyes, stains, or substrates may also be specified by name.
The chemical Bornyl acetate has a designated molecular formula of C12H20O2 and a molecular weight of 196.290 g/mol. 
Synonyms may include: AI3-00665, Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, acetate, endo-, Borneol, acetate, Bornyl acetic ether, Bornyl ethanoate, 2-Camphanol acetate, 2-Camphanyl acetate, endo-2-Camphanyl ethanoate (ChemID).

Bornyl acetate is isolated from fir oil, Blumea balsamifera, Jasonia sp. , Salvia fruticosa, carrot, rosemary, sage and lavender oil. 
The industrial synthesis method is to heat borneol and acetic acid in the presence of sodium acetate.

APPLICATIONS & USES
1.Aromatic cleaner: used in soap, cosmetic and disinfect
2.food flavour
3.odour agent

Bornyl acetate is a chemical compound. 
Its molecular formula is C₁₂H₂₀O₂ and its molecular weight is 196.29 g/mol.
Bornyl Acetate is the acetate ester of borneol. 
Bornyl Acetate is used as a food additive, flavouring agent, and odour agent.


Bornyl Acetate is a liquid without color with a camphor-like scent. 
Bornyl Acetate is mainly used as an odor in the production of perfumes and in flavoring, as well as manufacturing as a plasticizer. 
Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.


Bornyl Acetate: This constituent has a distinctive camphoraceous, herbal, and balsamic scent. Bornyl Acetate is the prime volatile component of conifer oils and retains the odor of Pine needles.


IUPAC NAMES:
(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate
1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPT-2-YL ACETATE
1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetate
[(1S,4S,6R)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate
L-born-2-yl acetate
endo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetate
(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) acetate


SYNONYMS: 
BORNYL ACETATE
Isobornyl acetate
Borneol, acetate
5655-61-8
Bornyl acetic ether
2-Camphanol acetate
20347-65-3
76-49-3
(+)-Bornyl acetate
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
L-bornyl acetate
endo-2-Camphanyl ethanoate
92618-89-8
125-12-2
1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate
Pichtosin
iso-bornyl acetate
Acetic acid, 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
endo-bornyl acetate
L-(-)-Bornyl acetate
D,L-Isobornyl Acetate
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, endo-
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1S,2R,4S)-
Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-, 2-acetate, (1R,2S,4R)-rel-
isoborneol acetate
NCGC00159354-02
MFCD00867808
Acetic acid isobornyl
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate #
endo-2- camphanol acetate
endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
SCHEMBL117760
(+)-Acetic acid bornyl ester
[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] acetate
(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl) acetate
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, 2-acetate, (1S,2R,4S)-
CHEMBL1439452
Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-, 2-acetate
DTXSID80859098
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, 2-acetate, (1R,2R,4R)-rel-
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, 2-acetate, (1R,2S,4R)-rel-
HMS3264P09
Pharmakon1600-01502510
BBL033932
NSC163480
NSC407158
NSC759844
STK079562
AKOS005392232
CCG-213841
MCULE-5021705670
NSC-163480
NSC-407158
NSC-759844
NCGC00159354-03
NCGC00159354-06
28974-17-6
M580
NCI60_020169
VS-12345
DB-066148
DB-072157
FT-0623174
FT-0623175
FT-0690920
V0308
AB01563199_01
1,7-Trimethylbicyclo[2.2.1]heptan-2-ol acetate
SR-01000944256
SR-01000944256-1
Bicyclo[2.2.1]heptan-2-ol,7,7-trimethyl-, acetate, endo-
endo-(1R)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
BICYCLO[2.2.1]HEPTAN-2-OL,1,7,7-TRIMETHYL-, 2-ACETATE, (1S,2R,4S)-
71424-71-0
()-Bornyl acetate,endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
L-Bornyl acetate, 95% 5GR
(contains ca. 20% Isobornyl Acetate)
Bornyl Acetate 
L-BORNYL ACETATE FOR SYNTHESIS
1,7,7-trimethyl-,acetate,(1s-endo)-bicyclo[2.2.1]heptan-2-o
1,7,7-trimethyl-,acetate,(1S-endo)-Bicyclo[2.2.1]heptan-2-ol
Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-,acetate,(1S-endo)-
Borneol, acetate, (1S,2R,4S)-(-)-
L-alpha-bornyl acetate
Levo-bornyl acetate
(-)-Bornyl acetate 95%
ACETIC ACID L-BORNYL ESTER
(1S,2R,4S)-bornyl acetate
L-born-2-yl acetate
(-)-BORNYL ACETATE 95+%
BORNYL ACETATE, L-
ENDO-(1S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPT-2-YL ACETATE
ENDO-(1R)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPT-2-YL-ACETATE
FEMA 2159
L-BORNYL ACETIC ETHER
L-BORNEOL ACETATE
L-(-)-BORNYL ACETATE
L-BORNYL ACETATE
BORNYL ACETATE, L-(SG)
LAEVO-BORNYLACETATE
BORNYLACETAT FLUESSIG
(-)-[(1S)-bornyl]-acetate
(-)-BORNYL ACETATE WITH GC
Bornyl Acetate (contains ca. 20% Isobornyl Acetate)
(1S,4S,4β)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2α-ol acetate
(1S,4β)-1α,7,7-Trimethylbicyclo[2.2.1]heptan-2α-ol acetate
[1S,2R,4S,(-)]-Borneol acetate
[1S,4S,(-)]-1,7,7-Trimethylbicyclo[2.2.1]heptan-2α-ol acetate
Acetic acid (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-yl ester
L-Bornyl acetate,95%
Bicyclo2.2.1heptan-2-ol, 1,7,7-trimethyl-, acetate, (1S,2R,4S)-
Bornyl Acetate (contains ca. 20% Isobornyl Acetate)>
Bornyl Acetate Standard
()-Bornyl acetate
(-)-Borneol acetate


 

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