We have found 46590 results matching your criteria.
Please wait while we search...

strawberry glycidate 1 (aldehyde C-16 (so-called))

Ethyl methylphenylglycidate is a synthetic flavor and fragrance compound with a sweet, fruity strawberry aroma used primarily in food and cosmetic applications.
Chemical Structure

General Material Description

Ethyl methylphenylglycidate, commonly known as strawberry glycidate or by its trivial name aldehyde C-16, is an organic compound with the molecular formula C12H14O3. This ethyl ester of 3-methyl-3-phenylglycidic acid is notable in flavor and fragrance industries for its characteristic sweet, fruity aroma reminiscent of ripe strawberries, often accompanied by floral and honey nuances. Its odor and flavor profiles make it a valuable synthetic agent for recreating or enhancing strawberry notes in various consumer products. The compound is well-documented in chemical databases such as PubChem. Typically obtained via chemical synthesis, ethyl methylphenylglycidate is a standard ingredient in flavoring formulations and perfumery, used for its potent and pleasant scent and taste characteristics.

Occurrence, Applicability & Potential Uses

Ethyl methylphenylglycidate occurs primarily as a synthetic compound utilized extensively as a flavor and fragrance agent. In biological contexts, it is not naturally abundant but mimics aromas found in natural strawberries. Its applications span multiple consumer goods, including flavorings in confectionery, beverages, baked products, and dairy alternatives, as well as perfuming agents in cosmetics and toiletries. Within perfumery, it is valued for fruity, floral, and warm notes, often blended to enrich strawberry or berry accords. The compound's use is regulated under standards such as FEMA (US), where it is listed as FEMA number 2444, and under JECFA (FAO/WHO), confirming its acceptance as a flavoring substance. It serves as a viscosity-controlling agent in cosmetics and contributes to the olfactory complexity of products featuring fruity or floral characters.

Physico-Chemical Properties Summary

Ethyl methylphenylglycidate presents as a moderately dense liquid with a specific gravity ranging from 1.086 to 1.112 at 25 °C and a refractive index between 1.499 and 1.512 at 20 °C. It exhibits a relatively high boiling point, recorded between 272 and 275 °C at atmospheric pressure, indicating significant thermal stability for formulation purposes. The compound has an estimated log P value around 1.655, suggesting moderate lipophilicity which facilitates solubility in various organic solvents and oils, including benzyl alcohol, ethyl alcohol, fixed oils, and propylene glycol, while showing limited solubility in glycerin. Its flash point is approximately 200 °F (93 °C), supporting safe handling within defined temperature limits. Low vapor pressure (0.006 mmHg at 25 °C) reduces volatility, enhancing substantivity in perfumery. Shelf life extends to 12 months or longer when refrigerated in sealed containers. Stability across diverse formulations such as creams, lotions, soaps, and detergents indicates versatility and compatibility with typical cosmetic matrices.

FAQ

What is ethyl methylphenylglycidate and what are its key characteristics?
Ethyl methylphenylglycidate is a synthetic organic compound used primarily as a flavor and fragrance ingredient. It has a sweet, fruity aroma often described as resembling strawberry, with floral and honey undertones. Its chemical identity includes the molecular formula C12H14O3. The compound is valued for its potent scent and is commonly employed in products requiring a strawberry-like note, including food flavorings and perfumes.
How is ethyl methylphenylglycidate typically used and where can it be found?
This compound is used mainly as a flavoring agent in beverages, confectionery, baked goods, and dairy substitutes, as well as a fragrance ingredient in perfumery and personal care products. It adds sweet and fruity aromas characteristic of strawberries and is also employed to enhance floral or warm scent profiles. It is soluble in several solvents and stable in various formulations, making it versatile for diverse applications.
What safety and regulatory standards relate to ethyl methylphenylglycidate?
Ethyl methylphenylglycidate is recognized by FEMA in the US (number 2444) and evaluated by JECFA (number 1577) for use in flavors. It is classified as an irritant under OSHA and EU regulations, necessitating appropriate handling precautions to avoid skin and eye contact. Usage levels in fragrance concentrates are limited to 15%. Safety data sheets recommend storage in sealed, refrigerated containers to maintain stability. Regulatory authorities provide guidelines to control exposure and ensure safe application in consumer products.

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

Google Scholar Start search
Google Books Start search
Google Patents Start search
Perfumer & Flavorists Start search
EU Patents Start search
PubMeb Start search
NCBI Start search

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):HMDB31729
FooDB:FDB008392
Export Tariff Code:2918.90.6000
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
grade: fcc (as aldehyde c-16)

General Material Information

Preferred name strawberry glycidate 1 (aldehyde C-16 (so-called))
Trivial Name Ethyl 3-methyl-3-phenylglycidate
Short Description ethyl methylphenylglycidate
Formula C12 H14 O3
CAS Number 77-83-8
FEMA Number 2444
ECHA Number 201-061-8
FDA UNII UD51D5KR4A
Nikkaji Number J15.727I
Beilstein Number 0012299
MDL MFCD00022338
COE Number 6002
xLogP3-AA 1.90 (est)
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 1577 ethyl methylphenylglycidate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 77-83-8 ; 3-METHYL-3-PHENYL GLYCIDIC ACID ETHYL ESTER
Synonyms
  • 2-oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester
  • 2-Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester
  • 2,3-epoxy-3-phenyl butyric acid ethyl ester
  • 2,3-epoxy-3-phenylbutyric acid, ethyl ester
  • 3-methyl-3-phenyl glycidic acid ethyl ester
  • 3-methyl-3-phenyl hydrocinnamic acid, ethylester
  • 3-methyl-3-phenyl oxirane carboxylic acid ethyl ester
  • 3-methyl-3-phenylglycidic acid ethyl ester
  • 3-Methyl-3-phenylglycidic acid ethyl ester
  • 3-methyl-3-phenylglycidic acid, ethyl ester
  • 3-methyl-3-phenyloxiranecarboxylic acid, ethyl ester
  • 3-phenyl-2,3-epoxybutyic acid ethyl ester
  • 3-phenyl-2,3-epoxybutyric acid ethyl ester
  • aldehyde C 16
  • aldehyde C-16
  • aldehyde C-16 (EMPG)
  • aldehyde C-16 (so called)
  • aldehyde C-16 (so-called)
  • aldehyde C-16 10% dpg
  • aldehyde C-16 FCC
  • aldehyde C16
  • aldehyde c16 "so called" FCC
  • alpha,beta- epoxy-beta-methyl hydrocinnamic acid ethyl ester
  • butanoic acid, 2,3-epoxy-3-phenyl-, ethyl ester
  • ethyl 2,3-epoxy-2-methyl-3-phenyl propionate
  • ethyl 2,3-epoxy-3-methyl-3-phenyl propionate
  • ethyl 2,3-epoxy-3-methyl-3-phenylpropionate
  • ethyl 2,3-epoxy-3-phenyl butanoate
  • ethyl 2,3-epoxy-3-phenylbutyrate
  • ethyl 3-methyl 3-phenyl glycidate
  • ethyl 3-methyl-2,3-epoxy-hydrocinamic acid
  • ethyl 3-methyl-3-phenyl glycidate
  • ethyl 3-methyl-3-phenyl oxirane carboxylate
  • ethyl 3-methyl-3-phenyl-2-oxiranecarboxylate
  • ethyl 3-methyl-3-phenylglycidate
  • ethyl 3-methyl-3-phenyloxirane-2-carboxylate
  • ethyl 3-methyl-3-phenyloxiranecarboxylate
  • ethyl alpha,beta-epoxy-beta-methyl hydrocinnamate
  • ethyl alpha,beta-epoxy-beta-methyl phenyl propionate
  • ethyl ester of 2, 3-epoxy-3-phenylbutanoic acid
  • ethyl ester of 2,3-epoxy-3-phenylbutanoic acid
  • ethyl methyl phenyl glycidate
  • ethyl methylphenylglycidate
  • Ethyl rac-(2r,3r)-3-methyl-3-phenyl-oxirane-2-carboxylate
  • Ethyl α,β-epoxy-β-methylhydrocinnamate
  • ethyl(methyl phenyl)glycidate
  • Fraeseol
  • fraise pure
  • Hydrocinnamic acid, α,β-epoxy-β-methyl-, ethyl ester
  • NSC 27905
  • Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester
  • strawberry aldehyde
  • strawberry glycidate 1
  • strawberry pure (Givaudan)
  • strawberry pure

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 206.24118041992
Specific gravity @ 25 °C
Pounds per Gallon 9.037 to 9.253
Refractive Index 1.499 to 1.512 @ 20 °C
Boiling Point 272 to 275°C @ 760 mm Hg
Acid Value 2 max KOH/g
Vapor Pressure 0.006 mmHg @ 25 °C
Flash Point TCC Value 93.33 °C TCC
logP (o/w) 1.655 est
Shelf life 12 months (or longer if stored properly.)
Storage notes Refrigerate in tightly sealed containers.
Solubility
benzyl alcohol Yes
ethyl alcohol, 1:2 80 % alcohol Yes
ethyl alcohol, 4 parts of 70% alcohol Yes
fixed oils Yes
paraffin oil, slightly Yes
propylene glycol Yes
water, 111.3 mg/L @ 25 °C (est) Yes
glycerin No
Stability
cream Unspecified
detergent powder Unspecified
hair spray Unspecified
household product Unspecified
lotion Unspecified
non-discoloring Unspecified
powder Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Fruity
sweet, fruity, strawberry, floral, honey, fatty
Odor strength medium
Substantivity 241 hour(s) at 100.00 %
Luebke, William tgsc, (1981) At 100.00 %. sweet fruity strawberry floral honey fatty
Mosciano, Gerard P&F 17, No. 1, 41, (1992) Sweet, fruity strawberry-like with floral honey undertones
Flavor Type: Fruity
sweet, berry, strawberry, fruity, tutti frutti, floral
Mosciano, Gerard P&F 17, No. 1, 41, (1992) At 50.00 ppm. Sweet, berry, strawberry, fruity, tutti frutti and floral nuances
General comment Sweet berry strawberry fruity tutti frutti floral

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi N - Irritant, Dangerous for the environment.
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)
Skin irritation (Category 2), H315
Eye irritation (Category 2A), H319
Specific target organ toxicity - single exposure (Category 3), Respiratory system, H335
GHS Label elements, including precautionary statements
Pictogramexclamation-mark.jpg
Signal word Warning
Hazard statement(s)
H315 - Causes skin irritation
H319 - Causes serious eye irritation
H335 - May cause respiratory irritation
Precautionary statement(s)
P233 - Keep container tightly closed.
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 - Wash hands thoroughly after handling.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P303 + P361 + P353 - IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P340 - IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312 - Call a POISON CENTER or doctor/physician if you feel unwell.
P321 - Specific treatment (see supplemental first aid instructions on this label).
P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention.
P337 + P313 - IF eye irritation persists: Get medical advice/attention.
P362 - Take off contaminated clothing and wash before reuse.
P370 + P378 - In case of fire: Use dry sand, dry chemical or alcohol-resistant foam for extinction.
P403 + P235 - Store in a well-ventilated place. Keep cool.
P405 - Store locked up.
P501 - Dispose of contents/ container to an approved waste disposal plant.
Human Experience:
1 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 [sex: M,F] 5470 mg/kg
(Jenner et al., 1964)

oral-rat LD50 5000 mg/kg
(Levenstein, 1976g)

oral-rat LD50 5470 mg/kg
(Bär & Griepentrog, 1967)

oral-guinea pig LD50 [sex: M,F] 4050 mg/kg
(Jenner et al., 1964)

oral-guinea pig LD50 4050 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

oral-rat LD50 5470 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

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 1 (aldehyde C-16 (so-called)) usage levels up to:
15.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 205.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 1840.00 (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: -18.00000
beverages(nonalcoholic): -5.60000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -470.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -6.70000
fruit ices: -6.70000
gelatins / puddings: -13.00000
granulated sugar: --
gravies: --
hard candy: -21.00000
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
Carcinogenic Potency Database:Search
EPA Substance Registry Services (TSCA):77-83-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6501
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1993
WGK Germany:2
ethyl 3-methyl-3-phenyloxirane-2-carboxylate
Chemidplus:0000077838
EPA/NOAA CAMEO:hazardous materials
RTECS:MW5250000 for cas# 77-83-8