| Identification | Back Directory | [Name]
(1S,4R,6R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-6-ol | [CAS]
6627-72-1 | [Synonyms]
6R)-1
DL-BORNEOL
BORNEOL, (L)
DL-2-Bornanol
Natural borneol oil
1,7,7-TRIMETHYLNORBORNAN-2-OL
7-Trimethylbicyclo[2.2.1]heptan-6-ol
(1S,4R,6R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-6-ol | [EINECS(EC#)]
300-006-4 | [Molecular Formula]
C10H18O | [MDL Number]
MFCD00191319 | [MOL File]
6627-72-1.mol | [Molecular Weight]
154.25 |
| Chemical Properties | Back Directory | [Melting point ]
208°C | [Boiling point ]
217.64°C (rough estimate) | [density ]
1.0110 | [refractive index ]
1.4586 (estimate) | [InChI]
InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3 | [InChIKey]
DTGKSKDOIYIVQL-UHFFFAOYSA-N | [SMILES]
C1(O)C2(C)C(C)(C)C(CC2)C1 | [NIST Chemistry Reference]
DL-Borneol(6627-72-1) |
| Hazard Information | Back Directory | [Chemical Properties]
White or opaque hexagonal flaky crystals. Boiling point: 208°C (levorotatory), 214°C (dextrorotatory), relative density: 1.011-1.020, melting point: 203-208°C. Miscible with ethanol and most essential oils. The aroma is cool, thorny, with hints of medicinal, woody, and peppery notes. The aroma is elegant, with a woody, slightly burnt, and cool flavor. | [Definition]
ChEBI: Borneol is a bornane monoterpenoid that is 1,7,7-trimethylbicyclo[2.2.1]heptane substituted by a hydroxy group at position 2. It has a role as a volatile oil component and a metabolite. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 45, p. 1041, 1980 DOI: 10.1021/jo01294a024 | [Purification Methods]
Crystallise borneol from pet ether (b 60-80o) and sublime it in vacuo.[Beilstein 6 II 81, 6 IV 281.] |
| Questions And Answer | Back Directory | [Application]
Borneol oil is typically used in small amounts in the scents of herbal camphor, as well as lavender, frankincense, cologne, and pine needle fragrances. In soap fragrances, it adds a refreshing aroma. It is also used in hygiene products, possessing anti-inflammatory and antibacterial properties, and is often combined with peppermint oil in tooth powder, prickly heat powder, clam oil, and pine needle-scented sprays for added fragrance. In edible applications, it can be used in trace amounts in nuts, chewing gum, and spicy flavorings. |
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