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(Z)-rose oxide

Chemical Structure

General Material Information

Preferred name (Z)-rose oxide
Trivial Name Rose oxide
Short Description 2-(2-methylprop-1-enyl)-4-methyltetrahydropyran
Formula C10 H18 O
CAS Number 16409-43-1
FEMA Number 3236
Flavis Number 13.037
ECHA Number 240-457-5
FDA UNII 4O51437J50
Nikkaji Number J39.625G
Beilstein Number 1680588
MDL MFCD00036607
COE Number 2269
xLogP3-AA 2.90 (est)
NMR Predictor External link
JECFA Food Flavoring 1237 tetrahydro-4-methyl-2-(2-methyl-1-propenyl)pyran
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 16409-43-1 ; TETRAHYDRO-4-METHYL-2-(2-METHYLPROPEN-1-YL)PYRAN
Synonyms
  • 2-iso butenyl-4-methyltetrahydropyran
  • geranium oxyde
  • 2-(2-methyl prop-1-enyl)-4-methyl tetrahydropyran
  • 4-methyl-2-(2-methyl-1-propenyl)-tetrahydropyran
  • 4-methyl-2-(2-methyl-1-propenyl)tetrahydro-2H-pyran
  • 4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran
  • 4-methyl-2-(2-methylprop-1-enyl)-2H-3,4,5,6-tetrahydropyran
  • 4-methyl-2-(2-methylprop-1-enyl)oxane
  • 2-(2-methylprop-1-enyl)-4-methyltetrahydropyran
  • pyran, 2-(2-methyl-1-propenyl)-4-methyltetrahydro-
  • pyran, tetrahydro-2-(2-methyl-1-propenyl)-4-methyl-
  • 2H- pyran, tetrahydro-4-methyl-2-(2-methyl-1-propen-1-yl)-
  • 2H- pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-
  • pyran, tetrahydro-4-methyl-2-(2-methylpropenyl)-
  • 2H- pyran, tetrahydro-4-methyl-2-(2-methylpropenyl)-
  • (+)- rose oxide
  • cis- rose oxide
  • rose oxide 70
  • rose oxide 70/30
  • rose oxide 90
  • rose oxide 90/10
  • rose oxide BRI
  • rose oxide CO
  • rose oxide D
  • rose oxide d,l 70:30
  • rose oxide d,l 90:10
  • rose oxide dextro
  • rose oxide highcis
  • rose oxide inactive
  • rose oxide inactive high cis
  • rose oxide laevo
  • rose oxide natural
  • rose oxide racemic
  • rosenoxide
  • rosoxide
  • tetrahydro-4-methyl-2-(2-methyl propen-1-yl) pyran
  • tetrahydro-4-methyl-2-(2-methyl propenyl)-2H-pyran
  • tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
  • tetrahydro-4-methyl-2-(2-methyl-1-propenyl)pyran
  • tetrahydro-4-methyl-2-(2-methylprop-1-enyl)pyran
  • tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran
  • tetrahydro-4-methyl-2-(2-methylpropenyl)-2H-pyran
  • 4-methyl-2-(2-methylprop-1-enyl)oxane
  • 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propen-1-yl)-
  • 2H-Pyran, tetrahydro-4-methyl-2-(2-methylpropenyl)-
  • 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-
  • Tetrahydro-4-methyl-2-(2-methyl-1-propen-1-yl)-2H-pyran
  • Rose oxide
  • Rose oxide L
  • 4-Methyl-2-(2-methyl-1-propenyl)tetrahydro-2H-pyran
  • Rose ether
  • 4-Methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran
  • Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H pyran

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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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
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
HMDB (The Human Metabolome Database):HMDB36097
FooDB:FDB014937
Export Tariff Code:2932.99.7000
Typical G.C.
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
Vapor Pressure 0.551 mmHg @ 25 °C
Flash Point TCC Value 69.44 °C TCC
logP (o/w) 3.186 est
Solubility
alcohol Yes
water, 764 mg/L @ 20 °C (exp) Yes
water No
Stability
soap Unspecified

Organoleptic Properties

Odor Type: Floral
green, rose red rose, spicy, fresh, geranium, vegetable, floral, herbal, camphoreous
Odor strength high , recommend smelling in a 1.00 % solution or less
Substantivity > 8 hour(s) at 100.00 %
Luebke, William tgsc, (1995) At 1.00 % in dipropylene glycol. green red rose spicy fresh geranium
Mosciano, Gerard P&F 20, No. 3, 63, (1995) Green, vegetative, floral, herbal and slightly camphoreous with a spicy nuance
Flavor Type: Green
green, vegetable, herbal, citrus
Mosciano, Gerard P&F 20, No. 3, 63, (1995) At 20.00 ppm. Green, vegetative and herbal with a citrus nuance
Green, rosy notes for a variety of fruits and berries, especially raspberry and blackberry. Green, rosy, woody
General comment Sweet, floral, metallic, lychee-like

Occurrences

Potential Uses

Applications
Odor purposes Geranium, Herbal, Honey, Lovage root, Parsley leaf, Powder, Rose
Flavoring purposes Lovage root, Parsley leaf, Raspberry red raspberry
Other purposes Clean
Cosmetic purposes Fragrance, Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Flammable liquids (Category 4), H227
Skin irritation (Category 2), H315
GHS Label elements, including precautionary statements
Pictogramexclamation-mark.jpg
Signal word Warning
Hazard statement(s)
H227 - Combustible liquid
H315 - Causes skin irritation
Precautionary statement(s)
P210 - Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264 - Wash skin thouroughly after handling.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention.
P362 - Take off contaminated clothing and wash before reuse.
P370 + P378 - In case of fire: Use dry sand, dry chemical or alcohol-resistant foam for extinction.
P403 + P235 - Store in a well-ventilated place. Keep cool.
P501 - Dispose of contents/ container to an approved waste disposal plant.
Oral/Parenteral Toxicity:
oral-rat LD50 4300 mg/kg
(Opdyke, 1976)

oral-rat LD50 4300 mg/kg
Food and Cosmetics Toxicology. Vol. 14, Pg. 855, 1976.

Dermal Toxicity:
Not determined
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 (Z)-rose oxide usage levels up to:
2.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 3.80 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.20 (μg/capita/day)
Structure Class: II
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: --

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):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 23 (FGE.23): Aliphatic, alicyclic and aromatic ethers including anisole derivatives From chemical groups 15, 16 and 26 (Commission Regulation (EC) No 1565/2000 of 18 July 2000
View page or View pdf

Flavouring Group Evaluation 59 (FGE.59): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 23, Revision 1 (FGE.23Rev1): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 26 and 30[1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 33 (FGE.33)[1] - Six Tetrahydrofuran Derivatives from Chemical Groups 13, 14, 16 and 26 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 59, Revision 1 (FGE.59Rev1): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting and 63rd meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 Rev2 (2010)
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):16409-43-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :27866
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
4-methyl-2-(2-methylprop-1-enyl)oxane
Chemidplus:0016409431
RTECS:UQ1470000 for cas# 16409-43-1