(±)-dihydromint lactone
koumalactone (Firmenich)
 
Notes:
Used as a food additive [EAFUS]
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    • Vigon International, Inc.
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      504003 Koumalactone 10% in TEC
       
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Fragrance Demo Formulas
3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-benzofuran-2-one (Click)
CAS Number: 92015-65-1Picture of molecule
FDA UNII: V49A09DWAA
CoE Number: 1005
Molecular Weight: 168.23592000
Formula: C10 H16 O2
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: CASrn in Register does not specify stereoisomers. Mixture of optical isomers (diastereoisomers) (EFFA, 2010a). CASrn in Register does not specify stereoisomeric composition. Composition of stereoisomeric mixture to be specified.
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
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PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1161  dihydromintlactone
Flavis Number: 10.050 (Old)
DG SANTE Food Flavourings: 10.050  hexahydro-3,6-dimethyl-2(3H)-benzofuranone
FEMA Number: 4032  (+/-)-dihydromintlactone
FDA Mainterm: (+/-)-DIHYDROMINTLACTONE
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 99.40 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.01600 to 1.02200 @  20.00 °C.
Pounds per Gallon - (est).: 8.464 to  8.514
Refractive Index: 1.46400 to 1.47000 @  20.00 °C.
Boiling Point: 274.00 to  276.00 °C. @ 760.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.007000 mm/Hg @ 25.00 °C. (est)
Flash Point: 225.00 °F. TCC ( 107.22 °C. )
logP (o/w): 2.140
Soluble in:
 alcohol
 water, 2.70 g/L at 20 °C (exp)
Stability:
 APC: traces - 0.5%
 candle: traces - 1%
 detergent: traces - 0.5%
 fine fragrances: traces - 0.5%
 shampoo: traces - 0.5%
 shower gel: traces - 0.5%
 soap: traces - 0.5%
 softener: traces - 0.5%
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Organoleptic Properties:
 
Odor Type: tonka
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
 coumarinic  lactonic  tonka  phenolic  tobacco  gourmand  
Odor Description:
at 10.00 % in dipropylene glycol. 
coumarinic lactonic tonka phenolic tobacco gourmand
 
 
Flavor Type: lactonic
 
 lactonic  coconut  coumarinic  minty  fruity  herbal  
Taste Description:
lactonic, coconut, coumarinic, minty, fruity and herbal notes
 
Odor and/or flavor descriptions from others (if found).
 
Firmenich
KOUMALACTONE® 10% TEC
Odor Description: Coumarin, lactonic, Tonka, phenolic, very natural tobacco effect
This sweet tonka bean, tropical coconut / lactonic molecule is often used as a coumarine replacer or to add gourmand notes to any fragrance. It is ultra powerful and can be used in low dosages to mask base odors. Excellent performance. Can be used to replace or enhance Coumarin. Due to its over powering strength, it should be dosed 10 times less than Coumarin. More stable than Coumarin in detergent.
 
Firmenich
NATACTONE® 10 TRIAC Kosher, Halal
Odor Description: coumarinic lactonic tonka phenolic tobacco
Taste Description: Lactonic, coconut, coumarinic, minty, fruity and herbal notes
NATACTONE® can be widely applied in fruit flavors where lactones are used. It gives great effect to yellow fruit flavors such as mango pineapple and peach. Its coumarinic and minty twist is perfect for tea and mint flavors.
 
 
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Cosmetic Information:
None found
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Suppliers:
Azelis
KOUMALACTONE®
Services
CG Herbals
Koumalactone® 10% Tec
Ernesto Ventós
KOUMALACTONE 10% TEC FIRMENICH 953327
Odor: COUMARIN,LACTONE,TONKA,TOBACCO
Firmenich
KOUMALACTONE® 10% TEC
Odor: Coumarin, lactonic, Tonka, phenolic, very natural tobacco effect
Use: This sweet tonka bean, tropical coconut / lactonic molecule is often used as a coumarine replacer or to add gourmand notes to any fragrance. It is ultra powerful and can be used in low dosages to mask base odors. Excellent performance. Can be used to replace or enhance Coumarin. Due to its over powering strength, it should be dosed 10 times less than Coumarin. More stable than Coumarin in detergent.
Firmenich
NATACTONE® 10 TRIAC
Kosher, Halal
Flavor: Lactonic, coconut, coumarinic, minty, fruity and herbal notes
NATACTONE® can be widely applied in fruit flavors where lactones are used. It gives great effect to yellow fruit flavors such as mango pineapple and peach. Its coumarinic and minty twist is perfect for tea and mint flavors.
Indukern F&F
DIHYDROMINTLACTONE 10% TEC
Odor: COUMARIN, LACTONA, TONKA, PHENOLIC
Liaison Carbone
KOUMALACTONE® 10% TEC
Penta International
DIHYDROMINTLACTONE 10% IN TRIETHYL CITRATE
Perfumery Laboratory
COUMALACTONE® Firmenich (KOUMALACTONE® Firmenich)
Odor: The bright aroma of beans is thin, creamy with a touch of tobacco
Vigon International
Koumalactone 10% in TEC
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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
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Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for (±)-dihydromint lactone usage levels up to:
  1.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 8.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 12.00 (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: 1.000003.00000
beverages(nonalcoholic): 1.000003.00000
beverages(alcoholic): 0.300001.00000
breakfast cereal: 0.300001.00000
cheese: --
chewing gum: 3.0000010.00000
condiments / relishes: --
confectionery froastings: 0.300001.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: 1.000003.00000
fruit ices: 0.300001.00000
gelatins / puddings: 0.500002.00000
granulated sugar: --
gravies: --
hard candy: 1.000003.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: 0.300001.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 0.300001.00000
soups: --
sugar substitutes: --
sweet sauces: --
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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 80 (FGE.80) - Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf
Flavouring Group Evaluation 80, Revision 1 (FGE.80Rev1): Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf
EPI System: View
EPA Substance Registry Services (TSCA): 92015-65-1
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 53436632
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-benzofuran-2-one
Chemidplus: 0092015651
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References:
 3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-benzofuran-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 53436632
Pubchem (sid): 135267295
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
HMDB (The Human Metabolome Database): HMDB32219
FooDB: FDB009289
ChemSpider: 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
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Potential Blenders and core components note
 
For Odor
balsamic
balsamic
siam benzoin absoluteFL/FR
citrus
(Z)-4-decenalFL/FR
coconut
gamma-heptalactoneFL/FR
gamma-octalactoneFL/FR
delta-octalactoneFL/FR
coumarinic
 phthalideFL/FR
 tonka ketoneFR
fruity
1,8-dimethoxy-para-menthane 
green
isobutyl methyl ketoneFL/FR
 marigold pot absoluteFL/FR
 thiogeraniolFL/FR
herbal
 buchu mercaptan acetateFL/FR
 methyl hexyl etherFL/FR
 saffron indenoneFL/FR
 yerba mate absoluteFL/FR
minty
 ethyl benzoateFL/FR
phenolic
 tobacco specialtyFR
tonka
6-amyl-alpha-pyroneFL/FR
gamma-hexalactoneFL/FR
 octahydrocoumarinFL/FR
 whiskey lactoneFL/FR
waxy
 tetradecanalFL/FR
 
For Flavor
 
No flavor group found for these
(R)-tonka furanoneFL
citrus
(Z)-4-decenalFL/FR
coconut
 octahydrocoumarinFL/FR
delta-octalactoneFL/FR
coumarinic
 phthalideFL/FR
creamy
6-amyl-alpha-pyroneFL/FR
gamma-hexalactoneFL/FR
ethereal
 methyl hexyl etherFL/FR
fatty
 tetradecanalFL/FR
fruity
 buchu mercaptan acetateFL/FR
green
isobutyl methyl ketoneFL/FR
 marigold pot absoluteFL/FR
herbal
 ilex paraguariensis leaf extractFL
 saffron indenoneFL/FR
 yerba mate absoluteFL/FR
lactonic
gamma-heptalactoneFL/FR
gamma-octalactoneFL/FR
medicinal
 ethyl benzoateFL/FR
minty
 thiogeraniolFL/FR
nutty
1,8-dimethoxy-para-menthane 
spicy
siam benzoin absoluteFL/FR
woody
 whiskey lactoneFL/FR
 
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Potential Uses:
 acacia 
 allspice 
 amber 
 autumn leaf 
 baby powder 
 balsam 
 castoreum 
 cedar forest 
 chocolate cacao 
 cinnamon 
 clover trefle le'trefle incarnat 
 coconut 
 mintFR
 cream 
 dairy 
 fir balsam 
 floral 
 graham cracker 
 hawthorn 
 hay 
 herbalFR
 moss 
 musk 
 nut 
 oriental 
 powdery 
 tobacco 
 tonka 
 tonka 
 tropical 
 vanilla 
 whiskey 
 woody 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 dihydromintlactone
(+/-)-dihydromintlactone
3,6-dimethyl cyclohexyl acetolactone
3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-benzofuran-2-one
3,6-dimethylcyclohexylacetolactone
 hexahydro-3,6-dimethyl-2(3H)-benzofuranone
2-(2-hydroxy-4-methyl cyclohexyl) propionic acid gamma lactone
 koumalactone (Firmenich)
 koumalactone 10% in TEC (Firmenich)
 koumalactone 10% TEC (Firmenich)
 natactone 10 (Firmenich)
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