laevo-rose oxide
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Notes :
Blends well with damascones. Vitalizes intensely all the aldehyde notes. Gives depth in the citrus areas. Provides a unique marriage of fragrance components in the floral areas.
 
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IUPAC Name - 4-methyl-2-(2-methylprop-1-enyl)oxane
InChI - InChI=1/C10H18O/c1-8(2)6-10-7-9(3)4-5-11-10/h6,9-10H,4-5,7H2,1-3H3
InChIKey - CZCBTSFUTPZVKJ-UHFFFAOYAC
SMILES - CC1CCOC(C1)C=C(C)C
CAS Number : 3033-23-6
(EINECS) Number :221-217-9
FEMA Number :3236
COE Number :2269
Molar Refractivity :49.59 ± 0.3 cm3 (est)
Parachor :392.8 ± 4.0 cm3 (est)
Index of Refraction :1.496 ± 0.02 (est)
Surface Tension :28.7 ± 3.0 dyne/cm (est)
Density :0.909 ± 0.06 g/cm3 (est)
Polarizability :19.66 ± 0.5 10-24cm3 (est)
XlogP : 2.70 (est)
Molecular Weight : 154.2493200 (IUPAC) (PT) (112)
Formula :C10 H18 O
Pherobase Floral:view
NMR Predictor :Predict
 
 
Category :flavor and fragrance agents

Suppliers :
Bedoukian Research :cis-ROSE OXIDE
≥98.0% (sum of isomers), Kosher
Odor:  clean floral, green rosy, fresh, geranium
Rose note in fine fragrances, soaps, detergents, beauty care products, household products.
Flavor:  floral
lychee, raspberry, blackberry.
Penta :l-rose oxide
Symrise :Rose oxide L

Organoleptics :
Odor Type :floral
Odor Strength :high ,
recommend smelling in a 1.00 % solution or less
Odor Description:
at 1.00 % in dipropylene glycol.  
rose cortex green floral geranium powdery metallic
Luebke, William tgsc, (1989)
Odor sample from :Dragoco Inc.
Substantivity :388  Hour(s)

Properties :
Appearence :colorless clear liquid
Assay : 97.00 to 100.00 %   
Food Chemicals Codex Listed :No
Specific Gravity :0.86500 to 0.87300 @ 25.00 °C.
Pounds per Gallon - est. : 7.198 to 7.264
Refractive Index :1.45000 to 1.45700 @ 20.00 °C.
Boiling Point : 71.00 to 73.00 °C. @ 12.00 mm Hg
Vapor Pressure :0.50000 mm/Hg @ 20.00 °C.
Flash Point : 154.00  °F.  TCC  ( 67.78 °C. )
logP (o/w) : 3.13

Safety :
Most important hazard(s) :Xi - Irritant
  R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 36 - Wear suitable protective clothing.
Human Experience : 2 % solution: no irritation or sensitization.
Oral Toxicity(LD50) : 
  Oral-Rat    4300.00  mg/kg

Dermal Toxicity(LD50) : 
  Skin-Rabbit  >5000.00  mg/kg

Inhalation Toxicity(LC50) : 
  Not determined
 

Safety in Use :
Category :flavor and fragrance agents
 
Recommendation for laevo-rose oxide fragrance usage levels up to :
  2.0000 % in the fragrance concentrate.
Recommendation for laevo-rose oxide flavor usage levels up to :
  2.0000 ppm in the flavor.

Safety References :
EPI System :view
Canada Domestic Sub. List :Yes
EPA Chem. Sub. Inventory : Yes
 
WGK Germany :2
 
 
 
 
4-methyl-2-(2-methylprop-1-enyl)oxane
(EINECS) Number :221-217-9
Chemidplus :016409431
EPA Substance Registry Services :3033-23-6

References :
Leffingwell :chirality
 
4-methyl-2-(2-methylprop-1-enyl)oxane
NIST Chemistry WebBook :2165975800
Pubchem :170401
Flavornet :3033-23-6

Cosmetics :
Cosmetic Uses : perfuming agents

Other :
CosIng :cosmetic data
Export Tariff Code :2932.99.9000
FMA :listed
RIFM :listed
VCF-Online: VCF Volatile Compounds in Food
Synonyms :
(2S,4R)-2-(2-methyl-1-propenyl)-4-methyl tetrahydropyran
4-methyl-2-(2-methylprop-1-enyl)oxane
(-)-(Z)-rose oxide
(-)-cis-rose oxide
 tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2,5-cis-2H-pyran
(2S-cis)-tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
(2S-Z)-tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran

Soluble in :
 alcohol
 water, very slightly

Insoluble in :
 water

Potential Blenders :    note
 acetaldehyde ethyl phenethyl acetalFL/FR
 amber carbinolFR
 ambroxanFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 amyris wood oilFL/FR
para-anisaldehydeFL/FR
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
 benzoin resinoid siamFL/FR
 benzyl acetateFL/FR
 benzyl alcoholFL/FR
 benzyl benzoateFL/FR
 benzyl isoeugenolFL/FR
 benzyl propionateFL/FR
 benzyl salicylateFL/FR
 bergamot oilFL/FR
 biphenyl 
 bois de rose oil brazilFL/FR
isobutyl cinnamateFL/FR
isobutyl quinolineFR
isobutyl quinolineFR
 carrot seed oilFL/FR
 cinnamyl alcoholFL/FR
 citronellolFL/FR
 citronellyl acetateFL/FR
 citronellyl cinnamateFL/FR
 clary sage oil franceFL/FR
 clover nitrileFR
 coriander seed oilFL/FR
 cortex pyridineFL/FR
 costus valerolactoneFR
 coumarinFR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl alcoholFL/FR
 cyclohexyl propanolFR
alpha-damasconeFL/FR
beta-damasconeFL/FR
gamma-damasconeFR
 decanal (aldehyde C-10)FL/FR
9-decen-1-alFL/FR
9-decen-1-olFL/FR
 dihydrojasmoneFL/FR
 dihydrorose oxideFR
 dihydroxyacetophenoneFL
 dimethyl anthranilateFL/FR
 dimethyl benzyl carbinolFL/FR
 dimethyl benzyl carbinyl acetateFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 ethyl cinnamateFL/FR
 ethyl formateFL/FR
(E)-ethyl geranateFL/FR
 ethyl phenyl acetateFL/FR
 ethyl vanillinFL/FR
2-ethyl-4,5-dimethyl oxazoleFL
isoeugenyl acetateFL/FR
 floral pyranolFR
 geraniolFL/FR
 geranium absoluteFL/FR
 geranium oil africaFL/FR
 geranium oil egyptFL/FR
 geranium pyranFR
 geranyl formateFL/FR
 grapefruit menthaneFL/FR
 grapefruit pentanolFR
 green acetateFR
 heliotropinFL/FR
 heliotropyl diethyl acetalFR
(E)-2-hepten-1-alFL
(Z)-4-hepten-1-alFL/FR
(E)-4-hexen-1-alFL
(Z)-3-hexen-1-olFL/FR
4-hexen-1-olFL/FR
(Z)-3-hexen-1-yl (E)-crotonateFL/FR
(Z)-3-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
(Z)-3-hexen-1-yl phenyl acetateFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 ho leaf oilFR
 hyacinth etherFR
 hydroxycitronellalFL/FR
2,4-ivy carbaldehydeFL/FR
 leather cyclohexanolFR
 leerallFR
 linaloolFL/FR
laevo-linaloolFL/FR
 linalool oxideFL/FR
 linalyl acetateFL/FR
 marine pyridineFR
 melon nonenoateFL/FR
 methyl benzyl disulfideFL
 methyl cinnamateFL/FR
 methyl dihydrojasmonateFL/FR
 methyl isoeugenolFL/FR
 methyl phenyl acetateFL/FR
2-methyl thiazoleFL
4-(methyl thio) butanolFL
3-(methyl thio) hexanolFL
3-(5-methyl-2-furyl) butanalFL
 muguet carbinolFL/FR
 muguet carboxaldehydeFR
 muguet octadienolFR
beta-naphthyl ethyl etherFL/FR
 narcissus acetateFL/FR
 nerolFL/FR
 nerolidolFL/FR
 nonanal (aldehyde C-9)FL/FR
(Z)-6-nonen-1-olFL/FR
 ocean propanalFL/FR
2,4-octadien-1-alFL
2-octen-1-olFL/FR
 patchouli ethanoneFR
1-penten-3-olFL/FR
 peony alcoholFR
 phenethyl acetateFL/FR
 phenethyl alcoholFL/FR
 phenethyl formateFL/FR
 phenethyl isobutyrateFL/FR
 phenethyl isopropyl etherFR
 phenethyl oxyacetaldehydeFR
 phenethyl phenyl acetateFL/FR
 phenethyl propionateFL/FR
 phenethyl tiglateFL/FR
 phenyl acetaldehyde dimethyl acetalFL/FR
3-phenyl propionaldehydeFL/FR
 phenyl propyl phenyl acetateFL/FR
2-propyl pyrazineFL
 propyl thioacetateFL
isopropyl tiglateFL/FR
2-isopropyl-3-(methyl thio) pyrazineFL
 propylene glycol acetone ketalFL
 raspberry ketoneFL/FR
 rhodinolFL/FR
 rhodinyl acetateFL/FR
 rhodinyl isobutyrateFL/FR
 rhodinyl isovalerateFL/FR
 rose butanoateFL/FR
 rose carbonateFR
 rose pyranFR
 santallFR
 strawberry glycidate 1 (aldehyde C-16)FL/FR
alpha-terpineolFL/FR
 tetrahydrolinaloolFL/FR
3-tetrahydrothiophenoneFL
 tonka bean absoluteFR
 tropical thiazoleFL/FR
gamma-undecalactone (aldehyde C-14)FL/FR
10-undecen-1-al (aldehyde C-11 undecylenic)FL/FR
10-undecen-1-olFL/FR
 vanilla absolute 100%FL/FR
 vanillyl acetateFL/FR
 verymossFR
 violet leaf absoluteFL/FR
 violet methyl carbonateFR
 watermelon ketoneFR
 woody acetateFR
 woody amyleneFR

Potential Uses :
 aldehydicFR
 azaleaFR
 bouquetFR
 carnation dianthus oeilletFR
 cassis black currant budFL/FR
 chamomileFR
 citrusFR
 clove blossom 
 dahlia 
 daisyFR
 daphneFR
 davanaFL/FR
 drakkar noir 
 elder berryFR
 fagoniaFR
 fantasy blends 
 floralFR
 foliage 
 fruitFR
 geraniumFR
 greenFR
 guavaFR
 hyacinth jacintheFR
 hydrangeaFR
 autumnFR
 leatherFR
 metal by paco rabanne 
 millefleurs 
 muguet lily of the valleyFR
 muskFR
 norell 
 oakmoss mousse de chene mossFR
 peonyFR
 peppermintFR
 petuniaFR
 phloxFR
 poppy 
 rainFR
 reseda mignonetteFR
 rive gauche 
 roseFR
 rose centifoliaFL/FR
 rose d'orientFR
 rose dog roseFR
 rose geraniumFR
 rose mossFR
 rose redFR
 rose tea roseFR
 rose whiteFR
 rosemaryFR
 stephanotisFR
 stock evening scentedFR
 tobaccoFR
 tulipFR
 wisteria wistaria glycineFR

Natural Occurrence in :    note
 cyclamen persicum S
 mahonia japonica S
 rosa centifolia S
 rosa damascena S
 rose oil S



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