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dextro-fenchone

Chemical Structure

General Material Information

Preferred name dextro-fenchone
Trivial Name (+)-Fenchone
Short Description D-fenchone
Formula C10 H16 O
CAS Number 4695-62-9
Deleted CAS Number 1212434-47-3
FEMA Number 2479
Flavis Number 7.159
ECHA Number 225-160-0
FDA UNII S436YKU51N
Nikkaji Number J108.019I
Beilstein Number 2206555
MDL MFCD00070689
COE Number 551
NMR Predictor External link
JECFA Food Flavoring 1396 D-fenchone
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 4695-62-9 ; D-FENCHONE
Synonyms
  • bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
  • bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
  • 2-nor bornanone, 1,3,3-trimethyl-, (1S,4R)-(+)-
  • (+)- fenchan-2-one
  • (1S,4R)- fenchan-2-one
  • (1S,4R)-(+)- fenchan-2-one
  • (+)-2-fenchanone
  • (1S,4R)-(+)-2-fenchanone
  • (1S,4R)-2-fenchanone
  • D-2-fenchanone
  • dextro-2-fenchanone
  • (+)- fenchone
  • (1S,4R)- fenchone
  • (1S,4R)-(-)- fenchone
  • (1S,4R)-(+)- fenchone
  • D- fenchone
  • fenchone dextro natural isolate
  • D- fenchone natural
  • trimethyl bicyclo-2-heptanone
  • (1R)-1,3,3-trimethyl bicyclo(2.2.1)heptan-2-one
  • (1S)-1,3,3-trimethyl bicyclo(2.2.1)heptan-2-one
  • 1,3,3-trimethyl bicyclo(2.2.1)heptan-2-one
  • (+)-1,3,3-trimethyl-2-norbornanone
  • D-1,3,3-trimethyl-2-norbornanone
  • dextro-1,3,3-trimethyl-2-norbornanone
  • D-1,3,3-trimethyl-2-norcamphanone
  • dextro-1,3,3-trimethyl-2-norcamphanone
  • (1S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]heptan-2-one
  • (1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-on
  • (1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
  • (1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
  • 2-Norbornanone, 1,3,3-trimethyl-, (1S,4R)-(+)-
  • Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S)-
  • (+)-Fenchone
  • D(+)-Fenchone
  • D-Fenchone
  • (1S)-Fenchone
  • (S)-(+)-Fenchone
  • (S)-Fenchone

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
KEGG (GenomeNet):C09859
HMDB (The Human Metabolome Database):HMDB34985
FooDB:FDB014535
Export Tariff Code:2914.29.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 152.23672485352
Specific gravity @ 25 °C
Pounds per Gallon 7.822 to 7.888
Refractive Index 1.46 to 1.467 @ 20 °C
Optical Rotation -35 to -50
Melting Point 5 to 7°C @ 760 mm Hg
Boiling Point 63 to 65°C @ 13 mm Hg
Vapor Pressure 0.463 mmHg @ 25 °C
Flash Point TCC Value 62.78 °C TCC
logP (o/w) 2.089 est
Shelf life 24 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
alcohol Yes
water, 73.14 mg/L @ 25 °C (est) Yes
water, 2150 mg/L @ 25 °C (exp) Yes
water No

Organoleptic Properties

Odor Type: Balsamic
camphoreous, thujonic, cedar, herbal, earthy, woody, cooling, mentholic, pine, terpenic, fresh
Odor strength medium
Substantivity 4 hour(s) at 100.00 %
Luebke, William tgsc, (1996) At 100.00 %. camphor thuja cedarleaf herbal earthy woody
Mosciano, Gerard P&F 19, No. 3, 51, (1994) Cooling, camphoreous, mentholic, pine-like, terpenic and fresh
Flavor Type: Cooling
cooling, camphoreous, sweet, minty, musty, earthy
Mosciano, Gerard P&F 19, No. 3, 51, (1994) At 5.00 ppm. Cooling, camphoreous, sweet and minty with a musty, earthy nuance

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
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:
4 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 6160 mg/kg
SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

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 dextro-fenchone usage levels up to:
9.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 6.30 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 5.00 (μg/capita/day)
Threshold of Concern:540 (μg/person/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: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -0.25000
beverages(nonalcoholic): 0.130000.80000
beverages(alcoholic): -5.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -0.25000
fruit ices: -0.25000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 0.2500030.00000
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: --
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):

Flavouring Group Evaluation 47, (FGE.47)[1] - Bicyclic secondary alcohols, ketones and related esters from chemical group 8 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 87, (FGE.87)[1] - Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47 (2008) - 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 87 Revision 1 (FGE.87Rev1): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47 (2008)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 87, Revision 2 (FGE.87Rev2): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47Rev1 (2008)
View page or View pdf

Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species
View page or View pdf

EPI System: View
EPA Substance Registry Services (TSCA):4695-62-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :1201521
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
Chemidplus:0004695629
RTECS:RB7875200 for cas# 4695-62-9