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  1. 1.
    General Material Information
  2. 2.
    PhysChem Properties
  3. 3.
    Occurrences
  4. 4.
    Organoleptic Properties
  5. 5.
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  6. 6.
    Potential Uses
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    Literature & References

bovolide

Chemical Structure

General Material Information

Preferred name bovolide
Trivial Name Bovolide
Short Description 4-hydroxy-2,3-dimethyl-2,4-nonadienoic acid gamma-lactone
Formula C11 H16 O2
CAS Number 774-64-1
FEMA Number 4050
Flavis Number 10.042
FDA UNII Search
Nikkaji Number J3.124.569I
Beilstein Number 1343514
COE Number 11873
NMR Predictor External link
JECFA Food Flavoring 2002 4-hydroxy-2,3-dimethyl-2,4-nonadienoic acid gamma-lactone
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 774-64-1 ; 4-HYDROXY-2,3-DIMETHYL-2,4-NONADIENOIC ACID GAMMA LACTONE
Synonyms
  • 3,4-dimethyl-5-pentylidene furan-2(5H)-one
  • 3,4-dimethyl-5-pentylidene-2(5H)-furanone
  • (5E)-3,4-dimethyl-5-pentylidenefuran-2-one
  • 3,4-dimethyl-5-pentylidenefuran-2(5H)-one
  • 2(5H)- furanone, 3,4-dimethyl-5-pentylidene-
  • 4-hydroxy-2,3-dimethyl-2,4-nonadienoic acid gamma-lactone
  • 5-pentylidene-3,4-dimethyl-2,5-dihydrofuran-2-one
  • (5E)-3,4-dimethyl-5-pentylidenefuran-2-one
  • 2(5H)-Furanone, 3,4-dimethyl-5-pentylidene-, (5Z)-
  • 2,4-Nonadienoic acid, 4-hydroxy-2,3-dimethyl-, γ-lactone
  • (5Z)-3,4-Dimethyl-5-pentylidene-2(5H)-furanone
  • Bovolid
  • 2,3-Dimethyl-4-hydroxy-2,4-nonadienoic acid lactone
  • cis-Bovolide

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

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Literature & References

(5E)-3,4-dimethyl-5-pentylidenefuran-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:774-64-1
Pubchem (cid):6433214
Pubchem (sid):134978557
Publications by PubMed
Reactions of cobalt carbene complexes with alkynes. .eta.4-Vinylketene-complexed intermediates and a novel synthesis of bovolide.

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):HMDB39159
FooDB:FDB018683
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
FAO:4-Hydroxy-2,3-dimethyl-2,4-nonadienoic acid gamma-lactone

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 180.24691772461
Specific gravity @ 25 °C
Pounds per Gallon 7.739 to 8.155
Refractive Index 1.56 to 1.575 @ 20 °C
Boiling Point 302 to 303°C @ 760 mm Hg
Vapor Pressure 0.002 mmHg @ 25 °C
Flash Point TCC Value 117.78 °C TCC
logP (o/w) 2.029 est
Solubility
alcohol Yes
water Yes
water, 194.2 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Spicy
spicy, herbal, minty
General comment At 100.00 %. spicy herbal minty
Flavor Type: Buttery
buttery
General comment Buttery

Occurrences

Potential Uses

Applications
Flavoring purposes Butter

Safety Information

Safety information

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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavoring agents
Recommendation for bovolide usage levels up to:
not for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.01 (μg/capita/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: 21
Click here to view publication 21
average usual ppmaverage maximum ppm
baked goods: 3.000006.00000
beverages(nonalcoholic): 1.000002.00000
beverages(alcoholic): 1.000002.00000
breakfast cereal: --
cheese: --
chewing gum: 5.0000010.00000
condiments / relishes: 1.000002.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 2.000004.00000
fruit ices: 1.000002.00000
gelatins / puddings: --
granulated sugar: --
gravies: 1.000002.00000
hard candy: 2.000004.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: 1.000002.00000
milk products: 1.000002.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: 1.000002.00000
soft candy: 2.000004.00000
soups: 1.000002.00000
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):

List of apha, beta-Unsaturated Aldehydes and Ketones representative of FGE.19 substances for Genotoxicity Testing [1] - Statement of the Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf

Flavouring Group Evaluation 217: alpha,beta-Unsaturated ketones and precursors from chemical subgroup 4.1 of FGE.19: Lactones[1]
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 217, Revision 1 (FGE.217Rev1). Consideration of genotoxic potential for a,ß-unsaturated ketones and precursors from chemical subgroup 4.1 of FGE.19: Lactones
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 217 Revision 2 (FGE.217Rev2), consideration of genotoxic potential for a,ß-unsaturated ketones and precursors from chemical subgroup 4.1 of FGE.19: lactones
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6433214
National Institute of Allergy and Infectious Diseases:Data
(5E)-3,4-dimethyl-5-pentylidenefuran-2-one
Chemidplus:0000774641