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.
 
Right Click Jmol Molecule For More Options. (Safari 1.2 (v125) Compatible). Jmol is a free download found Here.
 
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
fl. number :13.170
molar refractivity :49.59 ± 0.3 cm3
parachor :392.8 ± 4.0 cm3
index of refraction :1.496 ± 0.02
surface tension :28.7 ± 3.0 dyne/cm
density :0.909 ± 0.06 g/cm3
polarizability :19.66 ± 0.5 10-24cm3
XlogP : 2.70
molecular weight : 154.2493200 (IUPAC)
formula :C10 H18 O
pherobase :view
NMR Predictor :Predict
 
 
export tariff code :2932.99.9000
fda reg :unspecified

Suppliers :
Bedoukian Research :cis-ROSE OXIDE
≥98.0% (sum of isomers), Kosher
Odor:  clean floral, green rosy, fresh, geranium
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 description¹ :
at 1.00 % in dipropylene glycol.  
rose cortex green floral geranium powdery metallic
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 - calc. : 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 :
 
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
fl. number :13.170
NIST Chemistry WebBook :2165975800
pubchem :170401
Flavornet :3033-23-6

Cosmetics :
Cosmetic uses : perfuming agents

other :
reference : Luebke, William tgsc, (1989)¹
CosIng :cosmetic data
VCF-Online: VCF Volatile Compounds in Food
RIFM :listed
FMA :listed
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 :
 acetaldehyde ethyl phenethyl acetalFL/FR
 amber carbinolFR
 ambroxanFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 amyris wood oilFR
para-anisaldehydeFL/FR
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
 benzoin resinoidFL/FR
 benzyl acetateFL/FR
 benzyl alcoholFL/FR
 benzyl benzoateFL/FR
 benzyl isoeugenolFL/FR
 benzyl propionateFL/FR
 benzyl salicylateFL/FR
 bergamot oilFL
 biphenylFL
 bois de rose oilFL/FR
isobutyl cinnamateFL/FR
isobutyl quinolineFR
isobutyl quinolineFR
 carrot seed oilFL/FR
 cedarwood oils 
 cinnamyl alcoholFL/FR
 citronellolFL/FR
 citronellyl acetateFL/FR
 citronellyl cinnamateFL/FR
 clary sage oilFL/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-damasconeFL/FR
 decanalFL/FR
9-decen-1-alFL/FR
9-decen-1-olFL/FR
 dihydrojasmoneFL/FR
 dihydrorose oxideFR
 dihydroxyacetophenoneFL/FR
 dimethyl anthranilateFL/FR
 dimethyl benzyl carbinolFL/FR
 dimethyl benzyl carbinyl acetateFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 ethyl cinnamateFL/FR
 ethyl formateFL
(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 acetalFL/FR
(E)-2-hepten-1-alFL
(Z)-4-hepten-1-alFL/FR
(E)-4-hexen-1-alFL/FR
(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 oilFL/FR
 hyacinth etherFR
 hydroxycitronellalFL/FR
 ionones 
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 ionones 
 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
 musks 
beta-naphthyl ethyl etherFL/FR
 narcissus acetateFL/FR
 nerolFL/FR
 nerolidolFL/FR
 nonanalFL/FR
(Z)-6-nonen-1-olFL/FR
 ocean propanalFL/FR
2,4-octadien-1-alFL/FR
2-octen-1-olFL/FR
 patchouli ethanoneFR
1-penten-3-olFL
 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 1FL/FR
alpha-terpineolFL/FR
 tetrahydrolinaloolFL/FR
3-tetrahydrothiophenoneFL
 tonka bean absoluteFR
 tropical thiazoleFL
gamma-undecalactoneFL/FR
10-undecen-1-alFL/FR
10-undecen-1-olFL/FR
 vanilla absoluteFL/FR
 vanillyl acetateFL/FR
 verymossFR
 violet leaf absoluteFL/FR
 violet methyl carbonateFR
 watermelon ketoneFR
 woody acetateFR
 woody amyleneFR

potential uses :
 aldehydic
 azalea
 bouquet
 carnation dianthus oeillet
 cassis black currant bud
 chamomile
 citrus
 clove blossom
 dahlia
 daisy
 daphne
 davana
 drakkar noir
 elderberry
 fagonia
 fantasy blends
 floral
 foliage
 fruit
 geranium
 green
 guava
 hyacinth jacinthe
 hydrangea
 leaf autumn leaf
 leather
 metal by paco rabanne
 millefleurs
 moss
 muguet lily of the valley
 musk
 norell
 peony
 peppermint
 petunia
 phlox
 poppy
 rain
 reseda mignonette
 rive gauche
 rose
 rose centifolia
 rose d'orient
 rose dog rose
 rose geranium
 rose moss rose
 rose red rose
 rose tea rose
 rose white rose
 rosemary
 stephanotis
 stock evening scented stock
 tobacco tabac tabaco
 tulip
 wistaria wisteria glycine

natural occurrence in :
 cyclamen persicum S
 mahonia japonica S
 rosa centifolia S
 rosa damascena S
 rose oil S



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