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linalool oxide (furanoid)

Chemical Structure

General Material Information

Preferred name linalool oxide (furanoid)
Trivial Name Linalool oxide
Short Description 2-(tetrahydro-5-methyl-5-vinyl-2-furyl)propan-2-ol
Formula C10 H18 O2
CAS Number 60047-17-8
FEMA Number 3746
ECHA Number 262-038-6
FDA UNII Search
Nikkaji Number J68.900I
Beilstein Number 0117527
MDL MFCD00053543
COE Number 11876
xLogP3-AA 1.40 (est)
NMR Predictor External link
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 60047-17-8 ; LINALOOL OXIDE
Synonyms
  • 2,6-dimethyl-3,6-oxido-7-oxten-2-ol
  • 2,3-epoxy-2,6-dimethyl-7-octen-6-ol
  • epoxylinalool
  • 5-ethenyl tetrahydro-alpha,alpha,5-trimethyl-2-furan methanol
  • 2-ethenyl-2-methyl-5-(1-methyl-1-hydroxy)ethyltetrahydrofuran
  • 2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol (furanoid)
  • 5-ethenyltetrahydro-a,a,5-trimethyl-2-furanmethanol
  • 2-furanmethanol, 5-ethenyltetrahydro-a,a,5-trimethyl-
  • furfuryl alcohol, tetrahydro-a,a,5-trimethyl-5-vinyl-
  • 5-(1-hydroxy-1-methyl ethyl)-2-methyl-2-vinyl tetrahydrofuran
  • 5-(1-hydroxy-1-methylethyl)-2-methyl-2-vinyltetrahydrofuran
  • 2-(2-hydroxy-2-propyl)-5-methyl-5-vinyltetrahydrofuran
  • linalool monoxide
  • linalyl oxide
  • 2-methyl-2-vinyl-5-(1-hydroxy-1-methyl ethyl) tetrahydrofuran
  • 2-methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran
  • 2-methyl-2-vinyl-5-(1'-hydroxy-1'-methylethyl)tetrahydrofuran
  • 2-(5-methyl-5-vinyltetrahydro-2-furanyl)-2-propanol
  • 2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol
  • 2-( tetrahydro-5-methyl-5-vinyl-2-furyl) propan-2-ol
  • 2-( tetrahydro-5-methyl-5-vinyl-2-furyl)propan-2-ol
  • tetrahydro-a,a,5-trimethyl-5-vinylfuran-2-methanol
  • alpha,alpha,5-trimethyl-5-ethenyl tetrahydro-2-furan methanol
  • 2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol (furanoid)
  • 2-Furanmethanol, 5-ethenyltetrahydro-α,α,5-trimethyl-
  • 5-Ethenyltetrahydro-α,α,5-trimethyl-2-furanmethanol
  • 2,6-Dimethyl-3,6-oxido-7-octen-2-ol
  • Linalool oxide
  • NSC 93936
  • 2-Methyl-5-(1-hydroxy-1-methylethyl)-2-vinyltetrahydrofuran
  • 2-Methyl-2-ethenyl-5-(1-hydroxy-1-methylethyl)-3,4-dihydrofuran
  • Linalool oxide furanoid
  • 2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol
  • 2-(5-Ethenyl-5-methyloxolan-2-yl)propan-2-ol
  • 2-(Tetrahydro-5-methyl-5-vinyl-2-furyl)-2-propanol

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Literature & References

Leffingwell:Chirality or Article
2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol (furanoid)
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:60047-17-8
Pubchem (cid):22310
Pubchem (sid):134986447
Publications by Info
Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
Publications by PubMed
Chemical composition of volatiles from Opuntia littoralis, Opuntia ficus-indica, and Opuntia prolifera growing on Catalina Island, California.
Effects of volatile compounds emitted by Protea species (Proteaceae) on antennal electrophysiological responses and attraction of cetoniine beetles.
Characterization of volatile components of tea flowers (Camellia sinensis) growing in Kangra by GC/MS.
Volatile fraction of lavender and bitter fennel infusion extracts.
The enantiomeric composition of linalool and linalool oxide in the flowers of kiwifruit (Actinidia) species.
Floral scent of Canada thistle and its potential as a generic insect attractant.
Fungal biotransformation of (+/-)-linalool.
Floral odors of Silene otites: their variability and attractiveness to mosquitoes.
Study on the cytochrome P450-mediated oxidative metabolism of the terpene alcohol linalool: indication of biological epoxidation.
Manipulating volatile emission in tobacco leaves by expressing Aspergillus nigerbeta-glucosidase in different subcellular compartments.
Volatile emissions from Aesculus hippocastanum induced by mining of larval stages of Cameraria ohridella influence oviposition by conspecific females.
Antifungal activities of major tea leaf volatile constituents toward Colletorichum camelliae Massea.
Antennal responses to floral scents in the butterfly Heliconius melpomene.
Biotransformation of (S)-(+)-linalool by Aspergillus niger: an investigation of the culture conditions.
Variation of major volatile constituents in various green teas from Southeast Asia.
Biotransformation of linalool to furanoid and pyranoid linalool oxides by Aspergillus niger.

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
HMDB (The Human Metabolome Database):HMDB35907
FooDB:FDB014692
Export Tariff Code:2932.19.5100
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 170.25186157227
Specific gravity @ 20 °C
Pounds per Gallon 7.856 to 7.889
Specific gravity @ 15 °C
Pounds per Gallon 7.864 to 7.873
Refractive Index 1.451 to 1.454 @ 20 °C
Refractive Index 1.45191 to 1.45221 @ 20 °C
Boiling Point 193 to 194°C @ 760 mm Hg
Boiling Point 53 to 53.5°C @ 3.5 mm Hg
Vapor Pressure 0.021 mmHg @ 25 °C
Flash Point TCC Value 72.78 °C TCC
logP (o/w) 2.43
Solubility
alcohol Yes
water, 1669 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Floral
musty, camphoreous, herbal, balsamic, pine
General comment At 100.00 %. musty camphor fenchyl alcohol

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
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)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 1150 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 863, 1983.

Dermal Toxicity:
skin-rabbit LD50 2500 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 863, 1983.

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 linalool oxide (furanoid) usage levels up to:
5.0000 % in the fragrance concentrate.
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: 14
Click here to view publication 14
average usual ppmaverage maximum ppm
baked goods: -11.25000
beverages(nonalcoholic): -3.86000
beverages(alcoholic): -6.75000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -7.00000
fruit ices: --
gelatins / puddings: -4.61000
granulated sugar: --
gravies: --
hard candy: --
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: -10.17800
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):60047-17-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :22310
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol (furanoid)
Chemidplus:0060047178
RTECS:OI7782000 for cas# 60047-17-8