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General Material Information

Preferred name strawberry glycidate 2
Trivial Name ethyl 3-phenyloxirane-2-carboxylate
Short Description ethyl 3-phenylglycidate
Formula C11 H12 O3
CAS Number 121-39-1
CAS Number 121-39-1 (RR)
CAS Number 121-39-1 (RS)
CAS Number 2272-55-1
CAS Number 121-39-1 (SS)
FEMA Number 2454
Flavis Number 16.018
ECHA Number 204-467-3
FDA UNII 2VVS520ZWM
Nikkaji Number J122.448D
Beilstein Number 0163394
MDL MFCD00005123
COE Number 11844
xLogP3-AA 1.70 (est)
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 1576 ethyl 3-phenylglycidate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 121-39-1 ; ETHYL 3-PHENYLGLYCIDATE
Synonyms
  • ethyl 2,3-epoxy-3-phenyl propionate
  • ethyl 2,3-epoxy-3-phenylpropionate
  • ethyl 3-phenyl glycidate
  • ethyl 3-phenyl oxirane carboxylate
  • ethyl 3-phenyl oxirane-2-carboxylate
  • ethyl 3-phenyl-2-oxiranecarboxylate
  • ethyl 3-phenyl-2,3-epoxypropionate
  • ethyl 3-phenylglycidate
  • ethyl 3-phenyloxirane-2-carboxylate
  • ethyl 3-phenyloxiranecarboxylate
  • ethyl alpha,beta-epoxy-beta-phenyl propionate
  • ethyl alpha,beta-epoxyhydrocinnamate
  • ethyl phenyl glycidate
  • ethyl phenylglycidate
  • ethyl-3-phenyl glycidate
  • 2-ethyl-3-phenyl glycidate
  • ethyl-3-phenyl-2,3-epoxypropionate
  • ethyl-3-phenylglycidate
  • glycidic acid, 3-phenyl-, ethyl ester
  • glycolic acid 2-phenyl:ethyl ester
  • oxiranecarboxylic acid, 3-phenyl-, ethyl ester
  • 2-oxiranecarboxylic acid, 3-phenyl-, ethyl ester
  • 3-phenyl glycidic acid ethyl ester
  • 3-phenyl oxirane carboxylic acid ethyl ester
  • 3-phenylglycidic acid ethyl ester
  • 3-phenylglycidic acid, ethyl ester

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

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Literature & References

ethyl 3-phenyloxirane-2-carboxylate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:121-39-1
Pubchem (cid):8469
Pubchem (sid):134975712
ethyl (2R,3R)-3-phenyloxirane-2-carboxylate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:121-39-1
Pubchem (cid):719701
Pubchem (sid):35396986
ethyl (2R,3S)-3-phenyloxirane-2-carboxylate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:121-39-1
Pubchem (cid):719704
Pubchem (sid):35396989
ethyl (2S,3R)-3-phenyloxirane-2-carboxylate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:2272-55-1
Pubchem (cid):256043
Pubchem (sid):120976
ethyl (2S,3S)-3-phenyloxirane-2-carboxylate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:121-39-1
Pubchem (cid):719706
Pubchem (sid):35396991
Publications by Info
epoxides
Publications by PubMed
Investigation of the mutagenicity of ethylphenylglycidate.
Food Chem Toxicol. 1983 Dec;21(6):707-19. Study of artificial flavouring substances for mutagenicity in the Salmonella/microsome, Basc and micronucleus tests.
Theoretical study of the decomposition of ethyl and ethyl 3-phenyl glycidate.

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
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB31623
FooDB:FDB009407
Export Tariff Code:2918.99.4700
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 192.21423339844
Specific gravity @ 25 °C
Pounds per Gallon 9.311 to 9.378
Specific gravity @ 20 °C
Pounds per Gallon 9.33 to 9.397
Refractive Index 1.515 to 1.52 @ 20 °C
Acid Value 1 max KOH/g
Vapor Pressure 0.002 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 2.333
Shelf life 12 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, 320.1 mg/L @ 25 °C (est) Yes
water No
Stability
alcoholic lotion Unspecified
antiperspirant Unspecified
deo stick Unspecified
detergent perborate Unspecified
fabric softener Unspecified
liquid detergent Unspecified
shampoo Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Fruity
sweet, strawberry, berry, floral, tropical, honey, rose
Odor strength medium
Substantivity 312 hour(s) at 100.00 %
Luebke, William tgsc, (1992) At 100.00 %. sweet strawberry berry floral tropical
Mosciano, Gerard P&F 19, No. 3, 51, (1994) Sweet, berry, strawberry, honey, floral and rosy
Flavor Type: Fruity
sweet, fruity, berry, fruit dried fruit, floral
Mosciano, Gerard P&F 19, No. 3, 51, (1994) At 30.00 ppm. Sweet, fruity and berry with a dried fruit and floral nuance
General comment Sweet fruity berry dried fruit floral

Potential Uses

Applications
Odor purposes Banana, Currant, Fruit, Honey, Plum, Strawberry
Other purposes Jam
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36 - Irritating to eyes.
R 52/53 - Harmful to qauatic organisms, may cause long-term adverse effects in the aquatic environment.
S 02 - Keep out of the reach of children.
S 25 - Avoid contact with 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.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
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 (Shelanski & Moldovan, 1973d)

oral-rat LD50 2300 mg/kg
Food and Cosmetics Toxicology. Vol. 13, Pg. 101, 1975.

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 strawberry glycidate 2 usage levels up to:
10.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 97.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 96.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): ND (μg/person/day)
Threshold of Concern:90 (μg/person/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: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -20.00000
beverages(nonalcoholic): -4.60000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -12.00000
fruit ices: -12.00000
gelatins / puddings: 10.0000070.00000
granulated sugar: --
gravies: --
hard candy: -18.00000
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 31 (FGE.31) - One Epoxide from Chemical Group 32 [1] - 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 82 (FGE.82)[1] - Consideration of Epoxides evaluated by JECFA (65th meeting) - Scientific Opinion of the 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 82, Revision 1 (FGE.82Rev1): Consideration of Epoxides evaluated by the JECFA (65th meeting)
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):121-39-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8469
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
ethyl 3-phenyloxirane-2-carboxylate
Chemidplus:0000121391
EPA/NOAA CAMEO:hazardous materials
RTECS:MB4970000 for cas# 121-39-1
ethyl (2R,3R)-3-phenyloxirane-2-carboxylate
ethyl (2R,3S)-3-phenyloxirane-2-carboxylate
ethyl (2S,3R)-3-phenyloxirane-2-carboxylate
ethyl (2S,3S)-3-phenyloxirane-2-carboxylate