ethyl cinnamate
Notes:
Blends well with balsamic notes. Clary sage and citrus oils makes a nice amber cologne. Adds a honey miel sweet note to otto of rose fragrances. a pine weevil antifeedant.
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    Flavor Demo Formulas
ethyl 3-phenylprop-2-enoate (Click)
CAS Number: 103-36-6
ECHA EINECS - REACH Pre-Reg: 203-104-6
FDA UNII:C023P3M5JJ
Beilstein Number: 0775541
MDL: MFCD00009189
FEMA Number: 2430
CoE Number: 323
XlogP3: 3.00 (est)
Molecular Weight: 176.21504000
Formula: C11 H12 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Also(can) Contains: ethyl (E)-cinnamate
 ethyl (Z)-cinnamate
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
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Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
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Pubchem Patents: Search
PubMed: Search
NCBI: Search
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
JECFA Food Flavoring: 659  ethyl cinnamate
Flavis Number: 09.730 (Old)
DG SANTE Food Flavourings: 09.730  ethyl cinnamate
FEMA Number: 2430  ethyl cinnamate
FDA Mainterm: ETHYL CINNAMATE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
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Physical Properties:
Appearance: colorless clear oily liquid (est)
Assay: 99.00 to 100.00 % 
Food Chemicals Codex Listed: Yes
Specific Gravity: 1.04500 to 1.04800 @  25.00 °C.
Pounds per Gallon - (est).: 8.695 to  8.720
Refractive Index: 1.55900 to 1.56100 @  20.00 °C.
Melting Point: 6.00 to  7.50 °C. @ 760.00 mm Hg
Boiling Point: 271.00 to  272.00 °C. @ 760.00 mm Hg
Boiling Point: 158.00 to  159.00 °C. @ 24.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.003270 mm/Hg @ 25.00 °C.
Vapor Density: 6.0 ( Air = 1 )
Flash Point: > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 2.990
Shelf Life: 24.00 month(s) or longer if stored properly.
Storage: store in cool, dry place in tightly sealed containers, protected from heat and light.
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Organoleptic Properties:
Odor Type: balsamic
Odor Strength: medium
Odor Description:
at 100.00 %. 
sweet balsam fruity spicy powdery berry plum
Substantivity: 400 Hour(s)
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
uv absorbers
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Safety Information:
Most important hazard(s):
Xi - Irritant
  R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
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 36 - Wear suitable protective clothing.
Human Experience: 4 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
  oral-mouse LD50  4000 mg/kg
Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.

oral-guinea pig LD50  4000 mg/kg
Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.

oral-rat LD50  4000 mg/kg
Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.

Dermal Toxicity:
  skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 12, Pg. 719, 1974.

Inhalation Toxicity:
  Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
maximum skin levels for fine fragrances:
  0.1300 %  and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey). (IFRA, 2001)
Recommendation for ethyl cinnamate usage levels up to:
  8.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
  0.0130 %
Dermal Systemic Exposure in Cosmetic Products:
 0.0003 mg/kg/day (IFRA, 2001)
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 89.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 70.00 (μg/capita/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: 3
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -12.00000
beverages(nonalcoholic): -4.10000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: 11.0000040.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -8.80000
fruit ices: -8.80000
gelatins / puddings: -2.40000
granulated sugar: --
gravies: --
hard candy: -9.50000
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: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of cinnamyl derivatives used as flavor ingredients.View pdf
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):
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 15 (FGE.15): Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf
Flavouring Group Evaluation 55 (FGE.55): Consideration of phenyl-substituted aliphatic alcohols and related aldehydes and esters evaluated by JECFA (63rd meeting) structurally related to phenethyl alcohol, aldehyde, esters and related phenylacetic acid esters evaluated by EFSA in FGE.14 (2005) and aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives evaluated by EFSA in FGE.15 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf
Flavouring Group Evaluation 15, Revision 1 (FGE.15Rev1) - Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22 - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 68 (FGE.68): Consideration of cinnamyl alcohol and related flavouring agents evaluated by JECFA (55th meeting) evaluated by EFSA in FGE.15Rev1 (2008)
View page or View pdf
Safety and efficacy of aryl-substituted primary alcohol, aldehyde, acid, ester and acetal derivatives belonging to chemical group 22 when used as flavourings for all animal species
View page or View pdf
EPI System: View
Env. Mutagen Info. Center: Search
EPA Substance Registry Services (TSCA): 103-36-6
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7649
National Institute of Allergy and Infectious Diseases: Data
WGK Germany:1
 ethyl 3-phenylprop-2-enoate
Chemidplus: 0000103366
RTECS: GD9010000 for cas# 103-36-6
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References:
 ethyl 3-phenylprop-2-enoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 103-36-6
Pubchem (cid): 7649
Pubchem (sid): 134972070
Flavornet: 103-36-6
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
CHEMBL: View
KEGG (GenomeNet): C06359
HMDB (The Human Metabolome Database): HMDB33834
YMDB (Yeast Metabolome Database): YMDB01689
Export Tariff Code: 2916.39.7900
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 acetaldehyde methyl hexyl acetalFR
 acetoin butyrateFL
 acetyl methyl anthranilateFL/FR
 allyl amyl glycolateFR
 allyl benzoateFR
 allyl cyclohexyl propionateFL/FR
 allyl tiglateFL
 ambrette seed absoluteFL/FR
 ambrettolideFL/FR
isoamyl 2-methyl butyrateFL/FR
isoamyl benzoateFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl formateFL/FR
isoamyl phenyl acetateFL/FR
isoamyl salicylateFL/FR
 amyris wood oilFL/FR
para-anisaldehydeFL/FR
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
para-anisyl butyrateFL/FR
para-anisyl propanalFR
 apple crotonateFR
 apricot isobutyrateFR
 artemisyl ketoneFL/FR
 bay leaf oil terpenelessFL/FR
 beeswax absoluteFL/FR
sumatra benzoin absoluteFL/FR
siam benzoin resinoidFL/FR
sumatra benzoin resinoidFL/FR
 benzyl acetateFL/FR
 benzyl butyrateFL/FR
 benzyl cinnamateFL/FR
 benzyl isobutyrateFL/FR
 benzyl isoeugenolFL/FR
 benzyl propionateFL/FR
3-benzyl-4-heptanoneFL/FR
 berry hexanoateFR
 berry pentadienoateFL/FR
 bisaboleneFL/FR
alpha-bisaboleneFL/FR
 blackberry thiophenoneFL/FR
blood orange oil italyFL/FR
 bois de rose oil brazilFL/FR
 bornyl valerateFL/FR
 buchu mercaptanFL/FR
 butyl anthranilateFL/FR
isobutyl anthranilateFL/FR
isobutyl butyrateFL/FR
isobutyl cinnamateFL/FR
 butyl formateFL/FR
 butyl hexanoateFL/FR
isobutyl isovalerateFL/FR
 butyl valerateFL/FR
isobutyl-3-(methyl thio) butyrateFL/FR
(S)-campholene acetateFL/FR
alpha-campholenic alcoholFL/FR
 caramel furanoneFL
 cassia bark oil chinaFL/FR
 cinnamyl acetateFL/FR
 cinnamyl alcoholFL/FR
 cinnamyl benzoateFL/FR
 cinnamyl butyrateFL/FR
 citronellyl acetateFL/FR
 citronellyl formateFL/FR
 citrus carbaldehydeFR
 clary sage oil franceFL/FR
 clove bud oilFL/FR
 conifer acetateFR
 copaiba balsam oilFL/FR
 coriander seed oilFL/FR
 costus valerolactoneFR
ortho-cresyl isobutyrateFL/FR
black currant bud absoluteFL/FR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl acetateFL/FR
 cyclohexyl ethyl alcoholFL/FR
beta-damascenoneFL/FR
(E)-beta-damasconeFL/FR
(Z)-beta-damasconeFL/FR
alpha-damasconeFL/FR
beta-damasconeFL/FR
 artemisia pallens herb oilFL/FR
gamma-decalactoneFL/FR
 decanal (aldehyde C-10)FL/FR
 dihydro-alpha-iononeFL/FR
 dihydrojasmoneFL/FR
isodihydrolavandulalFL/FR
 dimethyl anthranilateFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
alpha,alpha-dimethyl benzyl isobutyrateFL/FR
1-dodecanolFL/FR
 ethyl 2-hydroxy-3-methyl valerateFL/FR
 ethyl 2-methyl-2-pentenoateFR
 ethyl 3-oxohexanoateFL
 ethyl 4-phenyl butyrateFL/FR
2-ethyl butyric acidFL/FR
 ethyl levulinateFL/FR
 ethyl maltolFL/FR
 ethyl methyl-para-tolyl glycidateFL/FR
 ethyl ortho-anisateFL/FR
 ethyl phenyl acetateFL/FR
 ethyl salicylateFL/FR
 ethyl valerateFL/FR
 ethyl vanillinFL/FR
isoeugenyl acetateFL/FR
 filbert hexenoneFL/FR
 fir balsam absoluteFR
 floral pyranolFR
 frankincense absoluteFL/FR
 fruity ketalFL/FR
 furfural acetoneFL
 furfuryl isovalerateFL
(E)-spicy acroleinFL
 geraniolFL/FR
 geranyl acetateFL/FR
 geranyl butyrateFL/FR
 geranyl isovalerateFL/FR
 grapefruit oil c.p. californiaFL/FR
 grapefruit pentanolFR
 green acetateFR
 guaiyl butyrateFR
 heliotropinFL/FR
 heliotropyl acetateFL/FR
 heliotropyl acetoneFL/FR
 heliotropyl isobutyrateFL/FR
 heptyl formateFL/FR
 herbal undecanoneFR
2-hexenalFL
(Z)-3-hexen-1-yl 2-methyl butyrateFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
(Z)-3-hexen-1-yl cinnamateFR
(Z)-3-hexen-1-yl salicylateFL/FR
 hexyl 2-methyl butyrateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 hexyl formateFL/FR
 hexyl isobutyrateFL/FR
 hexyl isovalerateFL/FR
 hexyl octanoateFL/FR
 hyacinth etherFR
beta-iononeFL/FR
beta-ionone epoxideFL/FR
beta-ionyl acetateFL/FR
 leather propionateFR
laevo-linaloolFL/FR
 linalool oxideFL/FR
 linalyl cinnamateFL/FR
 mace oil CO2 extractFL/FR
 maltolFL/FR
 maltyl isobutyrateFL/FR
 maltyl propionateFL/FR
 mango thiolFL/FR
 melon heptenalFL/FR
 melon nonenoateFL/FR
 menthyl acetate racemicFL/FR
 methyl 2-methyl valerateFL/FR
 methyl anthranilateFL/FR
 methyl beta-ionolFR
 methyl cinnamateFL/FR
 methyl dihydrojasmonateFL/FR
 methyl formateFL
 methyl furfuracrylateFL
 methyl furfuryl disulfideFL/FR
 methyl heptanoateFL/FR
 methyl propionateFL/FR
2-methyl-2-pentenoic acidFL/FR
2-methyl-3-pentenoic acidFL/FR
 myrrh resinoidFR
beta-naphthyl ethyl etherFL/FR
 nerolFL/FR
 nerolidolFL/FR
 nerolin fragarolFL/FR
 neryl acetateFL/FR
 neryl isobutyrateFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
 nonanolFL/FR
(Z)-6-nonenalFL/FR
(E)-5-nonen-2-oneFL/FR
3-nonen-2-oneFL/FR
 nutmeg absoluteFL/FR
 nutmeg oil CO2 extractFL/FR
 ocean propanalFL/FR
(E)-2-octen-1-yl butyrateFL/FR
3-octen-2-oneFL/FR
(E)-2-octen-4-olFL
 octyl cinnamateFR
 octyl propionateFL/FR
sweet orange peel oil c.p. brazilFL/FR
 orris rhizome absolute (iris pallida)FL/FR
 osmanthus flower absoluteFL/FR
 peony alcoholFR
 peru balsam oilFL/FR
 petitgrain mandarin oilFL/FR
 petitgrain oil paraguayFL/FR
 phenethyl alcoholFL/FR
 phenethyl butyrateFL/FR
 phenethyl isobutyrateFL/FR
2-phenethyl isothiocyanateFL/FR
 phenethyl isovalerateFL/FR
 phenethyl phenyl acetateFL/FR
 phenethyl pivalateFL/FR
 phenethyl propionateFL/FR
2-phenoxyethyl formateFR
3-phenyl propyl alcoholFL/FR
1-phenyl propyl butyrateFL/FR
3-phenyl propyl isovalerateFL/FR
 phenyl propyl valerateFL/FR
 plum crotonateFR
isopropenyl acetateFL/FR
 propyl acetateFL/FR
 propyl formateFL/FR
 propyl heptanoateFL/FR
isopropyl hexanoateFL/FR
 propyl isobutyrateFL/FR
 propyl salicylateFR
 prune glycidateFR
 raspberry ketoneFL/FR
 raspberry ketone acetateFL/FR
 raspberry ketone methyl etherFL/FR
 rose carboxylateFR
 santallFR
 spicy acetoacetateFL/FR
 strawberry furanoneFL/FR
 strawberry glycidate 1 (aldehyde C-16 (so-called))FL/FR
 strawberry glycidate 2FL/FR
 styralyl butyrateFL/FR
 tetrahydrofurfuryl cinnamateFL/FR
 tetrahydroionyl acetateFR
 thiogeraniolFL/FR
 tobacarol (IFF)FR
 tolu balsam oilFL/FR
para-tolualdehydeFL/FR
4-(para-tolyl)-2-butanoneFL/FR
 tonka bean absoluteFR
 tonka undecanoneFR
 tropical trithianeFL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
 valeraldehydeFL/FR
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanilla carboxylateFL/FR
 vanillyl acetateFL/FR
 veramoss (IFF)FR
 violet leaf absoluteFL/FR
 violet methyl carbonateFR
 watermelon ketoneFR
 woody acetateFR
(Z)-woody amyleneFR
 woody octeneFR
 ylang ylang flower oilFL/FR
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 almondFR
 amberFR
 apricotFR
 balsamFR
 benzoinett 
 berryFR
 cherryFR
 cherry blossomFR
 chypreFR
 cinnamonFR
 clary sageFL/FR
 currantFR
 fern fougereFR
 fixer 
 floralFR
 grapeFR
 guavaFR
 honey mielFR
 jasminFR
 lavenderFR
 lavender waterFL/FR
 narcissus narcisseFR
 nutFL
 orientalFR
 passion fruitFR
 peachFR
 pearFR
 plumFR
 powderFR
 raspberryFR
 roseFR
 spiceFR
 strawberryFR
 vanillaFR
 woodyFR
Synonyms   Articles   Notes   Search   Top
Natural Occurrence in: note
 champaca concrete @ trace%
Data  GC  GRIN Trop Picture
 currant
 guava
GRIN Trop Picture
 passion fruit
GRIN Trop Picture
 peach
 pear prickly pear
 plum
 strawberry
GRIN Trop Picture
 wine red wine
 wine white wine
Synonyms   Articles   Notes   Search   Top
Synonyms:
 cinnamic acid ethyl ester
 ethyl 3-phenyl acrylate
 ethyl 3-phenyl propenoate
 ethyl 3-phenyl-2-propenoate
 ethyl 3-phenylacrylate
 ethyl 3-phenylprop-2-enoate
 ethyl benzylidene acetate
 ethyl beta-phenyl acrylate
nat.ethyl cinnamate
 ethyl cinnamate (natural)
 ethyl cinnamate FCC
 ethyl cinnamate natural
 ethyl phenyl acrylate
3-phenyl-2-propenoic acid ethyl ester
3-phenyl-2-propenoic acid, ethyl ester
3-phenyl-acrylic acid, ethyl ester
2-propenoic acid, 3-phenyl-, ethyl ester
Synonyms   Articles   Notes   Search   Top
Synonyms   Articles   Notes   Search   Top
click on the picture(s) below to
interact with the 3D model
Picture of molecule
Similar Items: note
allyl cinnamate
amyl cinnamate
isoamyl cinnamate
benzyl cinnamate
butyl cinnamate
isobutyl cinnamate
cinnamyl cinnamate
citronellyl cinnamate
cyclohexyl cinnamate
ethyl alpha-acetyl cinnamate
heptyl cinnamate
(Z)-3-hexen-1-yl cinnamate
hexyl cinnamate
linalyl cinnamate
methyl cinnamate
octyl cinnamate
phenethyl cinnamate
3-phenyl propyl cinnamate
propyl cinnamate
isopropyl cinnamate
terpinyl cinnamate
tetrahydrofurfuryl cinnamate
Soluble in:
 alcohol
 fixed oils
 water, 160.6 mg/L @ 25 °C (est)
Insoluble in:
 water
 glycerin
Stability:
 non-discoloring in most media
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