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Isobornyl cyclohexanol

From Wikipedia, the free encyclopedia
Isobornyl cyclohexanol
Names
IUPAC name
3-(5,5,6-Trimethylbicyclo[2.2.1]heptan-2-yl)cyclohexanol
Other names
Isocamphyl cyclohexanol; 3-[5,5,6-Trimethylbicyclo[2.2.1]hept-2-yl]cyclohexan-1-ol; Sandal hexanol
Identifiers
3D model (JSmol)
Abbreviations IBCH
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.020.268 Edit this at Wikidata
EC Number
  • 222-294-1
UNII
  • InChI=1S/C16H28O/c1-10-14-8-12(16(10,2)3)9-15(14)11-5-4-6-13(17)7-11/h10-15,17H,4-9H2,1-3H3
    Key: BWVZAZPLUTUBKD-UHFFFAOYSA-N
  • OC(CCC1)CC1C2CC3C(C)(C)C(C)C2C3
Properties
C16H28O
Molar mass 236.399 g·mol−1
Appearance Colorless to pale yellow clear viscous liquid[1]
Density 0.97 g/mL[2]
Boiling point 302 °C (576 °F; 575 K)[2]
Hazards
GHS labelling:[3]
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H315, H319, H411, H412
P264, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362, P391, P501
Flash point 110 °C (230 °F; 383 K)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Isobornyl cyclohexanol (IBCH, Sandenol) is an organic compound used primarily as a fragrance because of its aroma which is similar to sandalwood oil ("sandalwood, clean, sweet, woody"[4]). Its chemical structure is closely related to that of both α-santalol and β-santalol,[5] which are the primary constituents of sandalwood oil.

Sandalwood trees are endangered due to overharvesting,[6] leading to a high cost for the natural oil. IBCH is therefore produced as an economical alternative to the natural product.

References

[edit]
  1. Sandal hexanol at thegoodscentscompany.com
  2. 1 2 3 3-(5,5,6-Trimethylbicyclo(2.2.1)hept-2-yl)cyclohexan-1-ol at Sigma-Aldrich
  3. GHS: PubChem 103005
  4. "sandal hexanol". Scents and Flavors. Scents and Flavors. Retrieved 3 April 2026.
  5. Demole, Edouard (1964). "Synthesis and relations between chemical constitution and odor in the 3-terpenylcyclohexanol series". Helvetica Chimica Acta. 47 (7): 1766–74. doi:10.1002/hlca.19640470713.
  6. Jean-Francois Tremblay (2011). "Rhodia Invests in Synthetic Sandalwood". Chemical & Engineering News. 89 (12): 24–25. doi:10.1021/CEN031511180238.