Borneol

Borneol

Names
IUPAC name endo-1,7,7-Trimethyl- bicyclo[2.2.1]heptan-2-ol
Properties
Chemical formula	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)
Solubility in water	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

• Make sodium metal
• Make camphor

Handling

Safety

Borenol has low toxicity.

Storage

In closed bottles.

Disposal

No special disposal is required.

References

Relevant Sciencemadness threads

• Camphor reduction to borneol/isoborneol