Borneol

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Borneol
Names
IUPAC name
endo-1,7,7-Trimethyl- bicyclo[2.2.1]heptan-2-ol
Properties
C10H18O
Molar mass 154.253 g/mol
Appearance White colorless solid
Odor Pungent, camphor-like
Density 1.011 g/cm3 (20 °C)
Melting point 208 °C (406 °F; 481 K)
Boiling point 213 °C (415 °F; 486 K)
0.0738 g/100 ml (25 °C)
Solubility Soluble in acetone, benzene, chloroform, decalin, dichloromethane, diethyl ether, ethanol, tetralin, toluene, xylene
Slightly soluble in ethylene glycol, propylene glycol
Vapor pressure 5.02·10-2 mmHg at 25 °C
Hazards
Safety data sheet Sigma-Aldrich (+)
Sigma-Aldrich (-)
Flash point 65 °C (149 °F; 338 K)
Related compounds
Related compounds
Camphor
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Borneol is a bicyclic organic compound, secondary alcohol and a terpene derivative. There are two different enantiomers of borneol. Both d-(+)-borneol and l-(–)-borneol are found in nature.

Properties

Chemical

Borneol can be oxidized to camphor.

Physical

Borneol is a white solid, with a characteristic odor, insoluble in water.

Availability

Borneol is sold by lab suppliers.

Preparation

Can be prepared by reducing camphor with aluminium isopropoxide, process known as Meerwein–Ponndorf–Verley reduction.

Reduction of camphor with sodium borohydride (fast and irreversible) gives instead the isomer isoborneol as the kinetically controlled reaction product.

Projects

Handling

Safety

Borenol has low toxicity.

Storage

In closed bottles.

Disposal

No special disposal is required.

References

Relevant Sciencemadness threads