Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)-
Bornyl acetate
CAS: 76-49-3
Molecular Formula: C12H20O2
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)- - Names and Identifiers
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)- - Physico-chemical Properties
| Molecular Formula | C12H20O2 |
| Molar Mass | 196.29 |
| Density | 0.985 g/mL at 25 °C(lit.) |
| Melting Point | 29°C |
| Boling Point | 228-231 °C(lit.) |
| Specific Rotation(α) | -41 º (neat) |
| Flash Point | 192 °F |
| Solubility | Soluble in low polar organic solvents; Soluble in ethanol, ether, most non-volatile oils and volatile oils, slightly soluble in water, insoluble in propylene glycol and glycerol. |
| Appearance | Colorless liquid |
| Storage Condition | 2-8℃ |
| Refractive Index | n20/D 1.4635(lit.) |
| MDL | MFCD00135944 |
| Physical and Chemical Properties | Chemical properties above 27 ℃ are colorless liquids, and when they are below 26~27 ℃, they are fine crystals or white crystals. It has a cool and pleasant aroma of herbs and pine leaves, with sweetness. There are two kinds of optically active bodies. Right-handed body: melting point 27.7 ℃, boiling point 225~226 ℃, relative density (d430)0.9972, specific rotation [α]D +44 23 '(liquid),[α]D20 +44 7', refractive index (nD20)1.4639; L-handed body: melting point 27.4 ℃, boiling point 225~226 ℃, relative density (d420)0.9898, optical rotation [α]D20-44 47 ', refractive index (nD15)1.4664. Soluble in ethanol, ether, most non-volatile oils and volatile oils, slightly soluble in water, insoluble in propylene glycol and glycerol. Natural products are contained in Siberian pine leaf oil (30% ~ 40%), coriander seed oil, valerian root oil, etc. |
| Use | Uses GB 2760-96 provides for the permitted use of fragrances. Mainly used for the preparation of mint, pineapple, spices and other types of flavor. For content determination/identification/pharmacological experiments. |
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)- - Upstream Downstream Industry
| Raw Materials | Turpentine oil |
| Downstream Products | Terpinolene |
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)- - Reference
| Reference Show more | 1. Shao Yanhua, Liu Meiting, Yang Yifan, et al. Study on HPLC fingerprint of amomum villosum and its related medicinal plants [J]. Chinese Pharmaceutical Journal, 2017, 52(003):188-192. 2. Song cancan [1], Zhou Xiang [1], Xu Fan Ding [1], etc. Effects of volatile components in pine wood on the behavior of Taiwan milk termites [J]. Southern Journal of Agricultural Sciences, 2019, 050(001):P.74-80. 3. [IF = 7.514] Ruijie Ni et al."Characterization of key odorants in fried red and green huajiao (zantoxylum bungeanum. and zantoxylum schinifolium sieb. et Zucc.) ails." Food Chem. 2022 May;377:131984 |
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)- - Nature
| specific rotation | -41 ° (neat) |
| boiling point | 228-231 °C(lit.) |
| density | 0.985 g/mL at 25 °C(lit.) |
| FEMA | 2159 | BORNYL ACETATE |
| refractive index | n20/D 1.4635(lit.) |
| flash point | 192 °F |
| JECFA Number | 1387 |
| Merck | 13,1329 |
| NIST chemical information | Bornyl acetate(76-49-3) |
| EPA chemical information | Bornyl acetate (76-49-3) |
Last Update：2024-04-10 22:29:15
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)- - Security information
| WGK Germany | 1 |
Last Update：2024-04-10 22:29:15
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)- - Uses and synthesis methods
bornyl acetate
Bornyl acetate is also called bornyl acetate. There are three optical isomers, namely left-handed body (l-body), right-handed body (d-body), and racemate (dl-body). L-body exists in the coniferous oil of pine trees, such as the leaf oil of Canadian hemlock, white fir, white spruce, red spruce and oriental spruce, as well as coriander, thyme and valerian essential oil; and d-body mostly exists in pine needle oil, such as white frost Cary pine, black pine and other needle essential oils; also exists in lavender essential oil; also in cypress leaves. Borneol acetate has a cool pine aroma and a camphor-like smell. Bornyl acetate is mainly used to prepare flavors such as cola, mango, mint and pineapple, and can also be used in flavoring flavors. The preparation method can be directly separated from plants, or can be synthesized by chemical methods.
Preparation method
There are currently 5 main methods for preparing borneol acetate:
1, directly separate from pine leaf oil (including 30% ~ 40%).
2, solitary l-body from pine coniferous oil; solitary d-body from cypress coniferous oil.
3, borneol acetate can be prepared by reacting camphene and acetic acid under the action of catalyst (sulfuric acid and activated clay, cation exchange resin KY-2-8, KY- 23). The yield is higher with solid catalyst than with sulfuric acid as catalyst. In addition, unreacted camphene and acetic acid can also be recycled.
4, borneol and anhydrous acetic acid (acetic anhydride) are used as raw materials, and heated to react in the presence of sulfuric acid (or sodium acetate) to prepare borneol acetate. According to the optics of borneol used, L-body and d-body can be prepared respectively. But most of them are l-bodies. This is because borneol is mostly l-body.
The chemical reaction equation of borneol and anhydrous acetic acid (acetic anhydride) to prepare borneol acetate
5, prepared from intermediates in the synthesis of camphor from pine hydrocarbons and camphor hydrocarbons.
use
① Used as a spice. Used for cosmetics, soap and indoor disinfectants, indoor air fresheners, indoor spray essence, bath essence and talcum powder raw materials; commonly used to prepare fragrance, lavender, cologne, vegetarian orchid and forest flavor. The IFRA has no restrictions.
② Used as edible spice. Borneol acetate is recognized as GRAS by FEMA, FEMA No. 2159, and approved by FDA for consumption. The European Council also included borneol acetate in the list of artificial edible flavors that can be used in food without harming human health. The highest dosage is 2 mg/kg. The edible spices allowed to be used in our GB2760-1996 regulations. Can be used to prepare mint, pineapple and spice flavors.
③ Borneol acetate can also be used as a nitrocellulose solvent and plasticizer.
content analysis
According to method one in the ester content determination method (OT-18). The amount of sample taken is 1g. The equivalent rigid sub (e) in the calculation takes 98.14. Or as determined by GT-10-4 non-polar column method,
Toxicity
GRAS(FEMA).
use limited
FEMA(mg/kg): soft drink 1.1; Cold drink 1.8; Candy 1.9; Baked food 1.4; Pudding 70; Gum sugar
production method
After mixing turpentine, acetic anhydride and boric acid, co-heat under reflux and gradually increase the temperature. At the same time, acetic acid is added dropwise. After cooling is complete, water is added to precipitate the oil layer, and then steam distillation or vacuum distillation.
The left-handed body is obtained from Pinaceae plants and the right-handed body is separated from Cupressaceae plants by distillation.
category
flammable liquids
flammability hazard characteristics
Flammable; thermal decomposition discharges spicy and irritating smoke
storage and transportation features
The warehouse is ventilated and dry at low temperature; stored separately from oxidants and acids
fire extinguishing agent
Dry powder, foam, carbon dioxide, 1211, sand
occupational standards
STEL 1 mg/kg
Last Update：2024-04-09 21:01:54
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Spot supply
Product Name: Bornyl acetate Request for quotationCAS: 76-49-3
Tel: +86-17551318830
Email: r@reformchem.com
Mobile: +86-17551318830
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Multiple Specifications
Product Name: Bornyl acetate Request for quotationCAS: 76-49-3
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
Product Name: Bornyl acetate Request for quotation
CAS: 76-49-3
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
CAS: 76-49-3
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Multiple SpecificationsSpot supply
Product Name: Bornyl acetate Visit Supplier Webpage Request for quotationCAS: 76-49-3
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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Raw Materials for Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)-
Downstream Products for Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2S,4R)-