Flavor ingredient regulatory record

cis-3-Hexenyl acetoacetate

cis-3-Hexenyl acetoacetate is an ester in the fruity family, FEMA GRAS under FEMA number 4489 (CAS 84434-20-8). Its odor is sweet, fruity, green apple, pear, floral.

FEMA
4489
CAS
84434-20-8
JECFA
1974
Formula
C10H16O3

GRAS status: FEMA GRAS, publication 24. Recorded by FDA in the Substances Added to Food inventory under CAS 84434-20-8.

Structure

2D structure of cis-3-Hexenyl acetoacetate
Structure of cis-3-Hexenyl acetoacetate, C10H16O3. Drawn from the canonical SMILES.

Identity

IUPAC name [(Z)-hex-3-enyl] 3-oxobutanoate
CAS number 84434-20-8
FEMA number 4489
Molecular formula C10H16O3
Molecular weight 184.23 g/mol
SMILES CC/C=C\CCOC(=O)CC(C)=O
InChIKey JCPGKFSGEPVXMI-PLNGDYQASA-N
PubChem CID 20836219
FDA UNII 70D608M0TD
EPA DTXSID DTXSID001264453
Chemical class Ester
Boiling point 254 °C
Flash point 92 °C

Also known as: Butanoic acid, 3-oxo-, (3Z)-3-hexenyl ester, Butanoic acid, 3-oxo-, 3-hexenyl ester, (Z)-, (z)-hex-3-enyl acetoacetate, hexenyl acetoacetate, (3z)-, butanoic acid, 3-oxo-, (3z)-3-hexenyl ester, butanoic acid, 3-oxo-, 3-hexenyl ester, (z)-, 3-hexenyl acetoacetate, cis-, [(z)-hex-3-enyl] 3-oxobutanoate, (3z)-hex-3-en-1-yl 3-oxobutanoate, (3z)-hexenyl acetoacetate.

Can cis-3-Hexenyl acetoacetate be labeled natural?

Nature occurrence: Not yet found in nature (provisional).

Nature occurrence has not been settled for this substance, so the natural or artificial class is not stated here. The FEMA GRAS status does not depend on it.

Regulatory status, with citations

United States

cis-3-Hexenyl acetoacetate is FEMA GRAS under FEMA number 4489. It is cited in the Code of Federal Regulations at 21 CFR 172.515.

21 CFR 172.515

European Union and United Kingdom

No EU FL number is on file for cis-3-Hexenyl acetoacetate. That is not a finding either way. The Union List covers defined flavouring substances, so natural complex materials are handled as flavouring preparations under Parts B to F and never receive a number, and substances used as additives sit under Regulation 1333/2008 instead. Confirm the position before EU or UK use.

JECFA (WHO / FAO)

JECFA number 1974, evaluated at the 73rd meeting in 2010. No safety concern at current levels of intake when used as a flavouring agent.

JECFA monograph

Other US flags

Not on the California Proposition 65 list.

Odor and taste

Odor: Sweet, fruity, green apple, pear, floral.

Where it is used

cis-3-Hexenyl acetoacetate is used in beverage, confection, fruit flavors, bakery and dairy, typically as a fruity note.

Structurally similar flavor ingredients

Flavor ingredients with a GRAS determination closest to cis-3-Hexenyl acetoacetate by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
Ethyl 3-octenoate436184%In nature

More esters in this index

Tributyl acetylcitrate · Octyl acetate · (+/-)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester · 3-Hexenyl phenylacetate · (E)-2-Hexenyl octanoate · Isobutyl salicylate

cis-3-Hexenyl acetoacetate FAQ

Does cis-3-Hexenyl acetoacetate have FEMA GRAS status?

cis-3-Hexenyl acetoacetate holds FEMA GRAS status under FEMA number 4489. The Code of Federal Regulations lists it at 21 CFR 172.515.

How do I cite cis-3-Hexenyl acetoacetate by FEMA or CAS number?

Cite cis-3-Hexenyl acetoacetate as FEMA 4489 or CAS 84434-20-8; both point to the same entry. Its flavor category is fruity.

What does cis-3-Hexenyl acetoacetate smell and taste like, and where is it used?

The odor of cis-3-Hexenyl acetoacetate is sweet, fruity, green apple, pear, floral. Typical uses are beverage, confection, fruit flavors, bakery and dairy.

What did JECFA conclude about cis-3-Hexenyl acetoacetate?

JECFA evaluated cis-3-Hexenyl acetoacetate at the 73rd meeting in 2010 under JECFA number 1974. The panel concluded: No safety concern at current levels of intake when used as a flavouring agent.

Is cis-3-Hexenyl acetoacetate approved in the EU?

No EU FL number is on file for cis-3-Hexenyl acetoacetate. It has a JECFA evaluation (JECFA 1974), which the EU list draws on, but the Union List entry itself should be confirmed before EU use.

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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 CIS-3-HEXENYL ACETOACETATE under CAS 84434-20-8 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.