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General Material Information

Preferred name laevo-rose oxide
Trivial Name (-)-cis-Rose oxide
Short Description L-rose oxide
Formula C10 H18 O
CAS Number 3033-23-6
FEMA Number 3236
Flavis Number 13.17
ECHA Number 221-217-9
FDA UNII M8VU21JU32
Nikkaji Number J85.991E
Beilstein Number 5496892
MDL MFCD00674545
COE Number 2269
xLogP3-AA 2.90 (est)
NMR Predictor External link
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
Synonyms
  • (2S,4R)-2-(2-methyl-1-propenyl)-4-methyl tetrahydropyran
  • (2S,4R)-2-(2-methyl-1-propenyl)-4-methyltetrahydropyran
  • (2S,4R)-4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran
  • (2S,4R)-4-methyl-2-(2-methylprop-1-enyl)oxane
  • 2H- pyran, tetrahydro-4-methyl-2-(2-methyl-1-propen-1-yl)-, (2S,4R)-
  • 2H- pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-, (2S-cis)-
  • 2H- pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-, (2S,4R)-
  • (-)-(Z)- rose oxide
  • (-)-cis- rose oxide
  • cis- rose oxide
  • L- rose oxide
  • rose oxide L
  • rose oxide levo
  • rose oxide, (2S,4R)-
  • 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
  • 2S-cis- tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
  • (2S,4R)-4-methyl-2-(2-methylprop-1-enyl)oxane
  • 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propen-1-yl)-, (2S,4R)-
  • 2H-Pyran, tetrahydro-4-methyl-2-(2-methylpropenyl)-, (-)-
  • 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-, (2S-cis)-
  • 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-, (2S,4R)-
  • (2S,4R)-Tetrahydro-4-methyl-2-(2-methyl-1-propen-1-yl)-2H-pyran
  • cis-Rose oxide
  • (-)-cis-Rose oxide
  • (2S-cis)-Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
  • l-cis-Rose oxide
  • (4R,2S)-(-)-Rose oxide
  • (2S,4R)-Rose oxide
  • (2S,4R)-Tetrahydro-4-methyl-2-(2-methylpropenyl)-2H-pyran

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB029678
Export Tariff Code:2932.99.9000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 154.2526550293
Specific gravity @ 25 °C
Pounds per Gallon 7.198 to 7.264
Refractive Index 1.45 to 1.457 @ 20 °C
Boiling Point 71 to 73°C @ 12 mm Hg
Vapor Pressure 0.551 mmHg @ 25 °C
Flash Point TCC Value 67.78 °C TCC
logP (o/w) 3.126 est
Solubility
alcohol Yes
water, very slightly Yes
water, 63.97 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Floral
rose, cortex, green, floral, geranium, powdery, metallic
Odor strength high , recommend smelling in a 1.00 % solution or less
Substantivity 388 hour(s) at 10.00 % in dipropylene glycol
Luebke, William tgsc, (1989) At 1.00 % in dipropylene glycol. rose cortex green floral geranium powdery metallic
Flavor Type: Floral
floral, metallic, lychee
General comment Sweet floral metallic lychee
Lychee, raspberry, blackberry. Floral
Useful in: fruity yellow, fruity tropical, fruity others, sweet others, alcoholics. Mango, Rose, Herbal, Fruity

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
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.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
2 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 4300 mg/kg
Useful in: fruity yellow, fruity tropical, fruity others, sweet others, alcoholics.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Useful in: fruity yellow, fruity tropical, fruity others, sweet others, alcoholics.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for laevo-rose oxide usage levels up to:
2.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 2.70 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 860 (μg/person/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 4. Update in publication number(s): 30
Click here to view publication 4
average usual ppmaverage maximum ppm
baked goods: 2.000004.00000
beverages(nonalcoholic): 0.500000.80000
beverages(alcoholic): 1.000001.00000
breakfast cereal: --
cheese: --
chewing gum: 5.0000010.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 1.000002.00000
fruit ices: --
gelatins / puddings: 1.000002.00000
granulated sugar: --
gravies: 0.020000.05000
hard candy: 2.000002.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 3.000007.00000
soups: --
sugar substitutes: --
sweet sauces: --
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 1.010002.03000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): --
Edible ices, including sherbet and sorbet (03.0): --
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 3.220006.72000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): --
Bakery wares (07.0): 2.500004.00000
Meat and meat products, including poultry and game (08.0): --
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): --
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.020000.06000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.530000.78000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): --
Ready-to-eat savouries (15.0): --
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on Flavouring Group Evaluation 23, Revision 4 (FGE.23Rev4): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 22, 26 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):3033-23-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :1712087
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(2S,4R)-4-methyl-2-(2-methylprop-1-enyl)oxane
Chemidplus:0003033236