Flavor ingredient regulatory record

Ethyl methyl-p-tolylglycidate

Ethyl methyl-p-tolylglycidate is an ester in the fruity family, FEMA GRAS under FEMA number 3757 (CAS 74367-97-8). Its odor is sweet, fruity, floral, candy, estery.

FEMA
3757
CAS
74367-97-8
JECFA
1578
EU FL
16.040
Formula
C13H16O3
EC
277-844-3

GRAS status: FEMA GRAS, publication 15. Recorded by FDA in the Substances Added to Food inventory under CAS 74367-97-8.

Structure

2D structure of Ethyl methyl-p-tolylglycidate
Structure of Ethyl methyl-p-tolylglycidate, C13H16O3. Drawn from the canonical SMILES.

Identity

IUPAC name ethyl 3-methyl-3-(4-methylphenyl)oxirane-2-carboxylate
CAS number 74367-97-8
FEMA number 3757
Molecular formula C13H16O3
Molecular weight 220.27 g/mol
SMILES CCOC(=O)C1OC1(C)c1ccc(C)cc1
InChIKey RJQNJKOCFCXTHZ-UHFFFAOYSA-N
PubChem CID 5362581
EC number 277-844-3
FDA UNII 24HU805Y6Y
EPA DTXSID DTXSID00868304
Chemical class Ester
Boiling point 125 °C
Flash point 46 °C

Also known as: 2-Oxiranecarboxylic acid, 3-methyl-3-(4-methylphenyl)-, ethyl ester, Oxiranecarboxylic acid, 3-methyl-3-(4-methylphenyl)-, ethyl ester, Ethyl 3-methyl-3-(4-methylphenyl)-2-oxiranecarboxylate, ethyl methyl-p-methylphenylglycidate, ethyl 2,3-epoxy-3-p-tolylbutyrate, ethyl 3-methyl-3-(p-tolyl)glycidate, ethyl 3-methyl-3-(4-methylphenyl)oxiranecarboxylate, ai3-07122, oxiranecarboxylic acid, 3-methyl-3-(4-methylphenyl)-, ethyl ester, ethyl methyl-p-tolylglycidate [fhfi], 2-oxiranecarboxylic acid, 3-methyl-3-(4-methylphenyl)-, ethyl ester, ethyl 3-methyl-3-(4-methylphenyl)oxirane-2-carboxylate.

Can Ethyl methyl-p-tolylglycidate be labeled natural?

Nature makes ethyl methyl-p-tolylglycidate, which is why the US label turns on process. A natural route gives natural flavor; synthesis gives artificial ethyl methyl-p-tolylglycidate, same molecule. The EU and UK grant the natural claim only to that natural route; Mercosur and Mexico call synthetic material identical-to-natural.

United States
Natural or artificial, by process
European Union and UK
Natural only from natural material
Mercosur and Mexico
Natural or identical-to-natural

How each market defines the classes: natural vs artificial flavor under 21 CFR 101.22.

Regulatory status, with citations

United States

Ethyl methyl-p-tolylglycidate is FEMA GRAS under FEMA number 3757. It is cited in the Code of Federal Regulations at 21 CFR 172.515.

21 CFR 172.515

European Union and United Kingdom

Listed on the Union List of flavouring substances as FL 16.040, Annex I Part A under Regulation (EC) 1334/2008, evaluation status approved (EFSA). The UK retains the same list.

JECFA (WHO / FAO)

JECFA number 1578, evaluated at the 65th meeting in 2005. no safety concern at current levels of intake.

JECFA monograph

Other US flags

Not on the California Proposition 65 list.

Odor and taste

Odor: Sweet, fruity, floral, candy, estery.

Where it is used

Ethyl methyl-p-tolylglycidate is used in beverage, confection, fruit flavors, desserts and flavoring agents, typically as a fruity note.

Structurally similar flavor ingredients

Flavor ingredients with a GRAS determination closest to Ethyl methyl-p-tolylglycidate by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
Ethyl 3-phenyl-2,3-epoxypropionate245482%In nature
Piperitenone oxide419968%In nature
beta-Ionone epoxide414467%In nature
trans-Carvone-5,6-oxide408466%In nature
4,5-Epoxy-(E)-2-decenal403766%In nature

More esters in this index

Methyl thiobutyrate · 3-(Methylthio)propyl acetate · Methyl octanoate · Benzyl formate · Isobutyl acetate · Allyl heptanoate

Ethyl methyl-p-tolylglycidate FAQ

Does ethyl methyl-p-tolylglycidate have FEMA GRAS status?

Ethyl methyl-p-tolylglycidate holds FEMA GRAS status under FEMA number 3757. The Code of Federal Regulations lists it at 21 CFR 172.515.

How do I cite ethyl methyl-p-tolylglycidate by FEMA or CAS number?

Cite ethyl methyl-p-tolylglycidate as FEMA 3757 or CAS 74367-97-8; both point to the same entry. Its flavor category is fruity.

What does ethyl methyl-p-tolylglycidate smell and taste like, and where is it used?

The odor of ethyl methyl-p-tolylglycidate is sweet, fruity, floral, candy, estery. Typical uses are beverage, confection, fruit flavors, desserts and flavoring agents.

What did JECFA conclude about ethyl methyl-p-tolylglycidate?

JECFA evaluated ethyl methyl-p-tolylglycidate at the 65th meeting in 2005 under JECFA number 1578. The panel concluded: no safety concern at current levels of intake.

Can ethyl methyl-p-tolylglycidate be used in the EU and UK?

Yes. FL 16.040 is the Union List entry for ethyl methyl-p-tolylglycidate, annex I Part A, under Regulation 1334/2008, and the UK keeps the same list.

Can ethyl methyl-p-tolylglycidate be labeled a natural flavor?

The process decides for ethyl methyl-p-tolylglycidate. It occurs in nature, so a natural-source, natural-process material is natural flavor in the US and synthetic ethyl methyl-p-tolylglycidate is artificial. The EU and UK grant the natural claim only to that natural route; Mercosur and Mexico call synthetic material identical-to-natural.

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Sources and attribution. The identity and regulatory facts on this page are taken from the FDA Substances Added to Food inventory, a US government record, which lists this substance as ETHYL METHYL-P-TOLYLGLYCIDATE under CAS 74367-97-8 and carries its FEMA number, its JECFA flavor number. The inventory is searchable at FDA. FDA records its technical effect as flavoring agent or adjuvant.

A FEMA GRAS conclusion is reached by the Expert Panel of the Flavor and Extract Manufacturers Association of the United States, and the FEMA number names that conclusion. FEMA publishes its own entry for this substance in the FEMA Flavor Library, which is the authoritative record of what the Panel decided and is worth reading alongside this page.

Ambrose Compliance is not affiliated with, endorsed by, or sponsored by FEMA. FEMA and FEMA GRAS are used here as identifiers for a published regulatory determination, not as marks of any relationship between FEMA and Ambrose.

About this page. Facts come from the FDA Substances Added to Food inventory, the Code of Federal Regulations, the EPA TSCA Inventory, the EU Union List, JECFA and the Ambrose database, with FEMA's published determination cited where it applies; parts of the text are written by Ambrose AI, which can make mistakes. Check the cited source before relying on anything here. This is not regulatory or legal advice.