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Isobornyl cyclohexanol

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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
ECHA InfoCard 100.020.268 Edit this at Wikidata
EC Number
  • 222-294-1
  • 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
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) is an organic compound used primarily as a fragrance because of its aroma which is similar to sandalwood oil. Its chemical structure is closely related to that of both α-Santalol and β-Santalol,[3] which are the primary constituents of sandalwood oil.

Sandalwood trees are endangered due to overharvesting,[4] leading to a high cost for the natural oil. IBCH is therefore produced as an economical alternative to the natural product.

References

  1. ^ Sandal hexanol at thegoodscentscompany.com
  2. ^ a b c 3-(5,5,6-Trimethylbicyclo(2.2.1)hept-2-yl)cyclohexan-1-ol at Sigma-Aldrich
  3. ^ Demole, Edouard (1964). "Synthesis and relations between chemical constitution and odor in the 3-terpenylcyclohexanol series". Helvetica Chimica Acta. 47 (7): 1766–74.
  4. ^ Jean-Francois Tremblay (2011). "Rhodia Invests in Synthetic Sandalwood". Chemical & Engineering News. 89 (12): 24–25. doi:10.1021/CEN031511180238.