eugenyl isovalerate
(2-methoxy-4-prop-2-enylphenyl) 3-methylbutanoate
 
Notes:
Used as a food additive [EAFUS]
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(2-methoxy-4-prop-2-enylphenyl) 3-methylbutanoate (Click)
CAS Number: 61114-24-7Picture of molecule
ECHA EINECS - REACH Pre-Reg: 262-613-1
FDA UNII: FBC808249X
Nikkaji Web: J268.400D
XlogP3: 3.60 (est)
Molecular Weight: 248.32200000
Formula: C15 H20 O3
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
JECFA Food Flavoring: 1532  eugenyl isovalerate
Flavis Number: 09.878 (Old)
DG SANTE Food Flavourings: 09.878  eugenyl isovalerate
FEMA Number: 4118  eugenyl isovalerate
FDA Mainterm: EUGENYL ISOVALERATE
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Physical Properties:
Appearance: white solid (est)
Assay: 99.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 85.00 °C. @ 760.00 mm Hg
Boiling Point: 221.00 to  223.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.000469 mm/Hg @ 25.00 °C. (est)
Flash Point: 263.00 °F. TCC ( 128.33 °C. )
logP (o/w): 4.082 (est)
Soluble in:
 alcohol
 water, 3.727 mg/L @ 25 °C (est)
Insoluble in:
 water
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allyl valerate
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para-anisyl isovalerate
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(-)-bornyl isovalerate
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S-sec-butyl thioisovalerate
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citronellyl valerate
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cyclohexyl valerate
cyclohexyl isovalerate
cyclotene isovalerate
decyl valerate
decyl isovalerate
ethyl valerate
ethyl isovalerate
furfuryl isovalerate
furfuryl valerate
geranyl valerate
geranyl isovalerate
(E)-2-hepten-1-yl isovalerate
heptyl isovalerate
sec-heptyl isovalerate
heptyl valerate
(E)-2-hexen-1-yl valerate
(E)-2-hexen-1-yl isovalerate
(Z)-3-hexen-1-yl valerate
(Z)-3-hexen-1-yl isovalerate
hexyl valerate
hexyl isovalerate
linalyl valerate
linalyl isovalerate
menthyl valerate
menthyl isovalerate
methyl 2-methyl valerate
methyl 4-methyl valerate
2-methyl butyl isovalerate
4-methyl pentyl isovalerate
methyl thio isovalerate
methyl valerate
methyl isovalerate
myrtenyl isovalerate
neryl isovalerate
nonyl isovalerate
nonyl valerate
octyl valerate
octyl isovalerate
phenethyl isovalerate
2-phenethyl valerate
3-phenyl propyl isovalerate
phenyl propyl valerate
S-prenyl thioisovalerate
isopropyl thioisovalerate
propyl valerate
propyl isovalerate
isopropyl valerate
isopropyl isovalerate
rhodinyl isovalerate
terpinyl isovalerate
terpinyl valerate
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Organoleptic Properties:
Odor Type: spicy
 fruity  spicy  clove  
Odor Description:
at 100.00 %. 
fruity spicy clove
  
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Cosmetic Information:
None found
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Suppliers:
Axsyn
For experimental / research use only.
Butanoic acid,3-methyl-, 2-methoxy-4-(2-propen-1-yl)phenyl ester
Parchem
eugenyl isovalerate
Penta International
EUGENYL ISOVALERATE
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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 eugenyl isovalerate usage levels up to:
  3.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.37 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.50 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 2300 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
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: 22
Click here to view publication 22
 average usual ppmaverage maximum ppm
baked goods: 0.200001.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: 0.200001.00000
cheese: 0.500002.50000
chewing gum: 1.000005.00000
condiments / relishes: 0.300001.50000
confectionery froastings: 0.200001.00000
egg products: --
fats / oils: 0.200001.00000
fish products: 0.200001.00000
frozen dairy: 0.500002.50000
fruit ices: 0.500002.50000
gelatins / puddings: --
granulated sugar: --
gravies: 0.300001.50000
hard candy: 1.000005.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: 0.200001.00000
milk products: 0.500002.50000
nut products: --
other grains: 0.200001.00000
poultry: 0.200001.00000
processed fruits: 0.400002.00000
processed vegetables: 0.400002.00000
reconstituted vegetables: 0.400002.00000
seasonings / flavors: 0.300001.50000
snack foods: 2.0000010.00000
soft candy: 1.000005.00000
soups: 0.300001.50000
sugar substitutes: --
sweet sauces: --
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 7.0000035.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 5.0000025.00000
Edible ices, including sherbet and sorbet (03.0): 10.0000050.00000
Processed fruit (04.1): 7.0000035.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 5.0000025.00000
Bakery wares (07.0): 10.0000050.00000
Meat and meat products, including poultry and game (08.0): 2.0000010.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 2.0000010.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000025.00000
Foodstuffs intended for particular nutritional uses (13.0): 10.0000050.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): --
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000050.00000
Ready-to-eat savouries (15.0): 20.00000100.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 5.0000025.00000
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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 60 (FGE.60): Consideration of eugenol and related hydroxyallylbenzene derivatives evaluated by JECFA (65th meeting) structurally related to ring- substituted phenolic substances evaluated by EFSA in FGE.22 (2006)
View page or View pdf
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 3085213
National Institute of Allergy and Infectious Diseases: Data
 (2-methoxy-4-prop-2-enylphenyl) 3-methylbutanoate
Chemidplus: 0061114247
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References:
 (2-methoxy-4-prop-2-enylphenyl) 3-methylbutanoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 3085213
Pubchem (sid): 135233291
Pherobase: View
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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
KEGG (GenomeNet): C05119
HMDB (The Human Metabolome Database): HMDB34123
FooDB: FDB012394
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
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Potential Blenders and core components note
 
For Odor
balsamic
 ethyl cinnamateFL/FR
 tolu balsam oilFL/FR
caramellic
5-ethyl-2,3,4,5-tetramethyl-2-cyclohexen-1-oneFL/FR
cheesy
2-heptanoneFL/FR
floral
 benzyl formateFL/FR
2-hexylidene cyclopentanoneFL/FR
 rhodinyl isobutyrateFL/FR
 rose carboxylateFR
fruity
para-anisyl methyl ketoneFL/FR
green
 octanal diethyl acetalFL/FR
 lavender absolute bulgariaFL/FR
 lavender absolute franceFL/FR
 nonisyl acetateFR
spicy
 cadinadiene 
 cinnamyl propionateFL/FR
 clove bud oilFL/FR
 eugenyl isovalerateFL/FR
(E)-propyl 2-furan acrylateFL/FR
 
For Flavor
 
No flavor group found for these
 benzyl methyl tiglateFL
 cadinadiene 
5-ethyl-2,3,4,5-tetramethyl-2-cyclohexen-1-oneFL/FR
 eugenyl isovalerateFL/FR
2-hexylidene cyclopentanoneFL/FR
 rhodinyl isobutyrateFL/FR
 hexyl 3-mercaptobutanoateFL
balsamic
 ethyl cinnamateFL/FR
 tolu balsam oilFL/FR
caramellic
5-ethyl-3,4,5,6-tetramethyl cyclohexen-2-oneFL
cheesy
2-heptanoneFL/FR
floral
 cinnamyl propionateFL/FR
fruity
 benzyl formateFL/FR
(E)-propyl 2-furan acrylateFL/FR
green
 octanal diethyl acetalFL/FR
herbal
 lavender absolute bulgariaFL/FR
 lavender absolute franceFL/FR
spicy
para-anisyl methyl ketoneFL/FR
 clove bud oilFL/FR
 
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Potential Uses:
 cloveFR
 spiceFR
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Occurrence (nature, food, other): note
 valerian root oil @ 0.1-0.4%
Data  GC  Search Trop  Picture
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Synonyms:
4-allyl-2-methoxyphenyl 3-methyl butanoate
4-allyl-2-methoxyphenyl 3-methylbutanoate
4-allyl-2-methoxyphenyl 3-methylbutyrate
4-allyl-2-methoxyphenyl isovalerate
 butanoic acid, 3-methyl-, 2-methoxy-4-(2-propen-1-yl)phenyl ester
 eugenol isovalerate
2-methoxy-4-(2-propen-1-yl)phenyl 3-methylbutanoate
(2-methoxy-4-prop-2-enylphenyl) 3-methylbutanoate
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