ScenTree, la nouvelle encyclopédie des ingrédients de parfum.

Exploring the branches of scent

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Crédits photo: ScenTree SAS

CAS number :

16409-43-1

EINECS number :

240-457-5

FEMA number :

3236

JECFA number :

1237

FLAVIS number :

13.037

Volatility :

Head

Appearance :

Colorless liquid

Price Range :

€€€

Stability :

Stable in perfumes and diverse functional bases

Density :

0.875

Molecular formula :

C₁₀H₁₈O

Molecular Weight :

154.25 g/mol

Flash Point :

158°F (70°C)

Log P :

3.3

Fusion Point :

<-148°F (-100°C)

Boiling Point :

Data not available.

Detection Threshold :

Data not available.

Crédits photo: ScenTree SAS

Year of discovery :

Discovered in 1959 by scientists Casimir Seidel and Max Stoll.

Synthesis route :

Rose Oxide is synthesized from Citronellol. The chosen enantiomer of Citronellol guides the enantiomeric form of the final product. A photo-oxidation is carried out on Citronellol to synthesize the two allylic hydroperoxides associated with this molecule. The two corresponding diols are obtained by a catalytic hydrogenation. Finally, the two compounds are put in an acid medium (with dilute sulfuric acid for example) in order to obtain a mixture of the two possible isomers of Rose Oxide. The unreacted diols are separated from the reaction medium by a fractional distillation. Using dextrorotatory Citronellol for this synthesis yields a 7 : 3 mixture of the cis : trans isomers of Rose Oxide. If the dehydration step is carried out with a stronger acid, an even greater proportion of cis isomer can be obtained. Another synthetic route consists of several stages of halogenation and dehalogenation of Citronellol.

Synthesis precursor :

Rose Oxide is not a precursor to the synthesis of another compound of olfactory interest.

Isomerism :

There are two enantiomers of Rose Oxide, whose synthesized proportion may vary depending on the synthesis parameters. Dextrorotatory Rose Oxide is spicier when the laevorotatory enantiomer is more metallic. Both enantiomers are often used separately in perfumes. Linalool, Geraniol and Eucalyptol are among the constitutional isomers of Rose Oxide. Their smell is however very different, whether it is floral-fresh, rosy or camphorated.

Natural availability :

The natural Rose Oxide is present in Damask Rose EO (and other roses) and can be extracted from it.

Allergens :

This ingredient does not contain any allergen.

For more information on allergens used in perfumery, please consult our article about allergens

IFRA :

This ingredient is not restricted

Maximum usage according to the product category :
Ingredients containing
Ingredient Name	CAS N°	Estimated Concentration
Citral	5392-40-5	0,7
Geraniol	106-24-1	0,1
Citral	5392-40-5	2,1
Geraniol	106-24-1	0,1
Methyl N-methylanthranilate	85-91-7	0,4
Citral	5392-40-5	0,15
Citral	5392-40-5	0,1

Cat.1	Cat.2	Cat.3	Cat.4	Cat.5	Cat.6	Cat.7	Cat.8	Cat.9	Cat.10	Cat.11
0,17 %	0,22 %	0,89 %	2,7 %	1,4 %	4,3 %	0,45 %	2 %	5 %	2,5 %	Not restricted

Skin contact products	Non skin contact products
Leave on products	Rinse off products
4 %	X	X

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration

Maximum usage according to the product category :
Ingredients containing
Ingredient Name	CAS N°	Estimated Concentration
d,l-Citronellol	106-22-9	3
Citronellal	106-23-0	11,7
Geraniol	106-24-1	0,7
Geraniol	106-24-1	0,1
7-Methoxycoumarin	531-59-9	0,01
Citral	5392-40-5	0,7
Citronellal	106-23-0	0,1
Geraniol	106-24-1	0,1
Citral	5392-40-5	2,1
Methyl N-methylanthranilate	85-91-6	0,4
Citronellal	106-23-0	2
Geraniol	106-24-1	1
Perilla aldehyde	2111-75-3	1
Citral	5392-40-5	7
d,l-Carvone	99-49-0	1
Citronellal	106-23-0	0,1
Citral	5392-40-5	0,1

Cat.1	Cat.2	Cat.3	Cat.4	Cat.5A	Cat.5B	Cat.5C	Cat.5D	Cat.6
0,45 %	0,14 %	2,7 %	2,5 %	0,64 %	0,64 %	0,64 %	0,64 %	1,5 %
Cat.7A	Cat.7B	Cat.8	Cat.9	Cat.10A	Cat.10B	Cat.11A	Cat.11B	Cat.12
5,2 %	5,2 %	0,27 %	4,9 %	18 %	18 %	9,8 %	9,8 %	Not restricted

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration

To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
To find out the specificities of each category and the ingredients prohibited by IFRA, click article about l'IFRA
ScenTree is solely responsible for the information provided here.

Uses in perfumery :

Rose Oxide is used in rose reconstitutions, to bring the greeny flower stem note. Also used in geranium notes, for a fruity nuance. Contributes to a raw vegetable side, and enhances fruity note of litchi, exotic and red fruits.

Other names :

4-methyl-2-(2-methylprop-1-enyl)oxane, 2-isobutenyl-4-methyltetrahydropyran, geranium oxyde, 2-(2-methylprop-1-enyl)-4-methyltetrahydropyran, tetrahydro-4-methyl-2-(2-methylpropenyl)-pyran, rosenoxide, rosoxide

Other comments :

Comparing it to other green and rosy notes, Rose Oxide does not have such metallic notes as Diphenyl Oxide or Benzophenone.

Exploring the branches of scent

Year of discovery :

Discovered in 1959 by scientists Casimir Seidel and Max Stoll.

Synthesis route :

Synthesis precursor :

Rose Oxide is not a precursor to the synthesis of another compound of olfactory interest.

Isomerism :

Natural availability :

The natural Rose Oxide is present in Damask Rose EO (and other roses) and can be extracted from it.

Allergens :

This ingredient does not contain any allergen.

Annexe I :

Restriction type :

RESTRICTION QRA

Cause of restriction :

SENSITIZATION

Amendment :

47

Comments :

Quantitative usage limits :

Annexe I :

Annexe I :

Restriction type :

Cause of restriction :

DERMAL SENSITIZATION

Amendment :

49

Comments :

Quantitative limit on the use :

Annexe I :