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cherry oxyacetate

Cherry oxyacetate is an ester compound contributing fruity cherry and nutty aromas used in flavors and fragrances.
Chemical Structure

General Material Description

Cherry oxyacetate is a chemical ester with the preferred IUPAC name ethyl 2-(4-methylphenoxy)acetate. It appears as a colorless liquid characterized by a fruity cherry aroma with additional hay-like and powdery nuances. This compound is documented under several synonyms including ethyl p-tolyloxyacetate and ethyl cresoxyacetate, and its molecular formula is C11H14O3. It is listed in public chemical repositories such as PubChem. Cherry oxyacetate is typically synthesized for use as a flavor and fragrance agent, derived through esterification of acetic acid derivatives containing a methylphenoxy moiety. Its sensory profile makes it valuable in creating products with cherry and nut aroma notes.

Occurrence, Applicability & Potential Uses

Cherry oxyacetate occurs primarily as a synthetic ester used in flavor and fragrance formulations. It imparts fruity, cherry, and nutty aromatic characteristics and finds applications in enhancing chocolate, cocoa, and tobacco-related sensory experiences. Regulatory frameworks recognize this compound for flavor use with FEMA (US) designating it as FEMA number 3157 and maintaining its status under Generally Recognized As Safe (GRAS) evaluations. IFRA (Global) guidelines limit usage levels to ensure consumer safety, with recommended maximum concentrations up to 1.0% in fragrance concentrates. These standards support its safe incorporation in food, beverages, perfumes, and related products.

Physico-Chemical Properties Summary

Cherry oxyacetate presents as a colorless liquid with a molecular weight around 194.2 g/mol. It exhibits a specific gravity ranging from 1.076 to 1.08 at 20 °C and a refractive index between 1.503 and 1.507 at the same temperature. The compound has a low vapor pressure of 0.007 mm Hg at 25 °C and a boiling point near 120–121 °C under reduced pressure of 1 mm Hg. Its estimated log P of approximately 2.8 indicates moderate hydrophobicity, influencing solubility and interaction in formulations. The flash point is about 100 °C (212 °F), signaling moderate volatility. While soluble in alcohol and mildly soluble in water (around 254 mg/L at 25 °C), it is generally insoluble in pure water, factors important in flavor and fragrance application design.

FAQ

What is cherry oxyacetate and what are its main sensory characteristics?
Cherry oxyacetate is an ester compound known chemically as ethyl 2-(4-methylphenoxy)acetate. It offers a distinctive fruity, cherry aroma with additional brown, hay-like, and powdery nuances. In flavor applications, it contributes to cocoa and nut aroma profiles. The compound is used in both flavor and fragrance industries for its pleasant sensory qualities.
How is cherry oxyacetate used and where is it commonly found?
Cherry oxyacetate is primarily used as a flavor and fragrance agent in various consumer products. It enhances cherry and nutty notes in confectionery, beverages, and tobacco products, as well as cosmetic fragrances. This compound is synthetic but structurally related to natural aromatic esters, allowing it to mimic fruity scents and flavors in manufactured goods.
What regulatory standards apply to cherry oxyacetate and how is it sourced safely?
Cherry oxyacetate is regulated under FEMA (US) as FEMA number 3157 and has Generally Recognized As Safe (GRAS) status for flavor use. The IFRA (Global) Code of Practice recommends usage limits, typically up to 1% in fragrance concentrates, to ensure safety. It undergoes safety assessments by organizations including JECFA (UN FAO) and EFSA (EU). The compound is synthesized for industrial use, and comprehensive safety data and handling guidelines are published to support regulatory compliance.

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

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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):HMDB34206
FooDB:FDB012505
Export Tariff Code:2918.99.4700
ChemSpider:View

General Material Information

Preferred name cherry oxyacetate
Trivial Name Ethyl 2-(4-methylphenoxy)acetate
Short Description ethyl (p-tolyloxy)acetate
Formula C11 H14 O3
CAS Number 67028-40-4
FEMA Number 3157
Flavis Number 9.797
ECHA Number 266-554-2
FDA UNII B0Y0J494AJ
Nikkaji Number J59.925E
MDL MFCD00209535
COE Number 2243
NMR Predictor External link
JECFA Food Flavoring 1027 ethyl (p-tolyloxy)acetate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 67028-40-4 ; ETHYL (P-TOLYLOXY)ACETATE
Synonyms
  • acetic acid, (4-methylphenoxy)-, ethyl ester
  • acetic acid, 2-(4-methylphenoxy)-, ethyl ester
  • acetic acid, p-tolyloxy-, ethyl ester
  • ethyl (4-methyl phenoxy) acetate
  • ethyl (4-methylphenoxy) acetate
  • ethyl (4-methylphenoxy)acetate
  • ethyl (p-tolyloxy) acetate
  • ethyl (p-tolyloxy)acetate
  • ethyl (para-tolyl oxy) acetate
  • ethyl (para-tolyloxy)acetate
  • ethyl 2-(4-methylphenoxy)acetate
  • ethyl cresoxyacetate (Synarome)
  • ethyl p-cresoxyacetate
  • ethyl p-tolyloxyacetate
  • ethyl para-cresoxyacetate
  • ethyl para-tolyl oxyacetate
  • ethyl-(p-tolyloxy) acetate
  • (4-methyl phenoxy) acetic acid ethyl ester
  • (4-methylphenoxy) acetic acid ethyl ester
  • narcissone (Tadimety)
  • para- tolyl oxyacetic acid ethyl ester
  • p- tolyloxyacetic acid ethyl ester
  • Ethyl 4-methylphenoxyacetate
  • p-Tolyloxyacetic acid ethyl ester
  • (4-Methylphenoxy) Acetic Acid Ethyl Ester
  • Ethyl 2-(p-tolyloxy)acetate

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 194.23017883301
Specific gravity @ 20 °C
Pounds per Gallon 8.964 to 8.997
Refractive Index 1.503 to 1.507 @ 20 °C
Boiling Point 120 to 121°C @ 1 mm Hg
Vapor Pressure 0.007 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 2.787 est
Solubility
alcohol Yes
water, 253.9 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fruity
fruity, cherry, hay, powdery, brown
General comment At 10.00 % in dipropylene glycol. fruity cherry hay powdery
Mosciano, Gerard P&F 17, No. 4, 33, (1992) Fruity, cherry, brown, hay-like, with a powdery nuance
Flavor Type: Fruity
fruity, cherry, cocoa, nut skin
Mosciano, Gerard P&F 17, No. 4, 33, (1992) At 50.00 ppm. Fruity, cherry, cocoa with a nut skin nuance

Potential Uses

Applications
Odor purposes Cherry , Tobacco
Flavoring purposes Chocolate cocoa , Nut

Safety Information

Safety information

Preferred SDS: View
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

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 cherry oxyacetate usage levels up to:
1.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.12 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): ND (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: 4
Click here to view publication 4
average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): -8.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -40.00000
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 53 (FGE.53): Consideration of phenethyl alcohol, aldehyde, acid and related acetals and esters evaluated by JECFA (59th meeting) structurally related to phenethyl alcohol, aldehyde, esters and related phenylacetic acid esters evaluated by EFSA in FGE.14 (2005) and one phenoxyethyl ester evaluated in FGE.23 (2006) (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 53, Revision 1 (FGE.53Rev1): Consideration of phenethyl alcohol, aldehyde, acid and related acetals and esters evaluated by JECFA (59th meeting) FGE.23Rev1 (2008)
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):67028-40-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :4047281
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
ethyl 2-(4-methylphenoxy)acetate
Chemidplus:0067028404