Rose oxide

• Tetrahydro -4-methyl -2 -(2- methylpropenyl ) -2H-pyran
• 4 -methyl-2 -(2- methyl-1- propenyl) tetrahydropyran
• 4 -methyl-2 -(2- methyl-1- prop1 -enyl) -tetrahydropyran

Colorless liquid

Liquid

0.866 g · cm -3

230 ° C.

Insoluble in water

From 1.4510 to 1.4585

Attention

4.4 g · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

Rose oxide is a chemical compound from the group of pyrans and monocyclic monoterpenes, which is included as one of the main odorants in roses and rose oil. Rose oxide is chemically a mixture of several isomeric forms.

Occurrence

In rose oxide is a mixture of the isomeric cis -and trans- forms of the compound, of course, in most cases present the ( left-handed ) cis- form and only (-) -cis- rose oxide spread the typical rose odor. It is responsible, among other compounds for the characteristic aroma of rose oil and geranium oil.

Of course, rose oxide comes next in roses also in some varieties and linden flowers (and thus also in lime honey ) and is associated with the smell and taste of responsibility. (-) -Cis- rose oxide in essential oils, for example in the geranium oil or the Bulgarian rose oil addition is coming.

Production and representation

Industrial scale, rose oxide are obtained via the solar photooxidation of citronellol or halohydrins or epoxides. In the frequent synthesis of citronellol from this is transformed by introducing oxygen with UV light in allyl hydroperoxides. These are reduced to diols by sodium sulfite. Only the diol formed from the tertiary Allylhydroperoxid can then be cyclized by means of dilute sulfuric acid. This results in ( -)-cis and ( - )-trans- rose oxide, at the same yield.

Properties

Rose oxide does not discolour and is relatively stable.

Use

Rose oxide is used for its strong Geraniumspitzennote in the perfume industry, often in soaps, cosmetics and other household products.