Verbenone

• 4,6,6 -trimethyl -bicyclo [ 3.1.1 ] hept -3-en -2-one
• 2 -pinene -4-one

Light yellow liquid

Liquid

0.98 g · cm -3

9.8 ° C

227-228 ° C

Practically insoluble in water

1.4993 ( 18 ° C)

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Verbenone denotes the two enantiomers ( )- verbenone and (-) - verbenone. There are colorless liquids with molecular formula C10H14O, which are among the monoterpene ketones. Both have a minty smell, which intensified when heated.

Occurrence and representation

Verbenone comes in the essential oils of rosemary before (Rosmarinus officinalis) and lemon verbena ( Verbena scent also, lemon verbena, Aloysia triphylla ). It is, together with the pheromone of the bark beetle verbenol. The attractant verbenol leads to the " gathering " of beetles on a tree; Verbenone finally sells the bark beetle to other, previously uninfested trees. The ketone can be synthesized from pinene.

Properties

Verbenone is flammable, the flashpoint is about 85 ° C. The substance is readily soluble in ethanol and other organic solvents, but almost insoluble in water.

Use

Verbenone is used as a fragrance and is also used as a remedy for the printer - bark beetle, where it acts as a repellent that deters the beetles.