Ethyl 2-methyl-3,4-pentadienoate

HCID 62166

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Basic information

CAS: 60523-21-9
Standard SMILES: C=C=CC(C)C(=O)OCC
InChIKey: DDZLNKMWFGDTAX-UHFFFAOYSA-N
Molecular formula: C8H12O2
Average molar mass: 140.18 g/mol
Monoisotopic mass: 140.08372962

Names & identifiers

Preferred name: Ethyl 2-methyl-3,4-pentadienoate
IUPAC: ethyl 2-methylpenta-3,4-dienoate
English name: Ethyl 2-methyl-3,4-pentadienoate
Molecular formula: C8H12O2
Molecular weight: 140.18

Names & synonyms

Ethyl 2-methyl-3,4-pentadienoateEthyl 2-methylpenta-3,4-dienoateberry pentadienoate3,4-Pentadienoic acid, 2-methyl-, ethyl esterFEMA No. 36782-Methyl-3,4-pentadienoic acid, ethyl esterBRN 1926000UNII-ZBL6PWV9J9ZBL6PWV9J9EINECS 262-278-1DTXSID30866813ETHYL 2-METHYL-3,4-PENTADIENOATE [FHFI]

Show more names

FEMA 3678 USP/EP/BP4-pentadienoicacid,2-methyl-ethylester2-Methyl-3,4-pentadienoicacidethylester

RefChem:138618DTXCID80815053(+-)-ETHYL 2-METHYL-3,4-PENTADIENOATE60523-21-9FEMA 3678SCHEMBL1532567CHEBI:195726LMFA07010858

Database identifiers

CAS: 60523-21-9
PubChem CID: 62166
DTXSID: DTXSID30866813
ChEBI: CHEBI:195726
UNII: ZBL6PWV9J9
EC Number: 262-278-1
Nikkaji: J65.564C

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 4
Heavy atoms: 10
Formal charge: 0
Complexity: 155

Experimental & physicochemical properties

Density0.922-0.928

Solubility(in ethanol)

Boiling Point160 °C

Refractive Index1.446-1.452

Physicochemical properties

Boiling point: 172.6 · 172.6±10.0 °C(Predicted)
Density: 0.886 · 0.886±0.06 g/cm3(Predicted)
vapor pressure: 0.9 mm · 0.9 mm Hg at 20 (EPI Suite)
FLAVIS Number: 9.54 · 09.540 | Ethyl 2-methylpenta-3,4-dienoate
FEMA: 3678 · 3678 | ETHYL 2-METHYL-3,4-PENTADIENOATE
Flash point: 50 ℃ · 50℃
Odor: 100 % · at 100.00 %. fruity tropical tutti frutti rummy green strawberry earthy berry
Odor Type: fruity
Water Solubility: 599.2 mg/L · 599.2 mg/L (EPI Suite)
JECFA Number: 353 · 353
InChI: InChI=1S/C8H12O2/c1-4-6-7(3)8(9)10-5-2/h6-7H,1,5H2,2-3H3
InChIKey: DDZLNKMWFGDTAX-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(C)C=C=C
LogP: 2.02 · 2.02
Substances Added to Food (formerly EAFUS): 2 · ETHYL 2-METHYL-3,4-PENTADIENOATE
EWG's Food Scores: 1 · 1
FDA UNII: 6 PWV9J9 · ZBL6PWV9J9
EPA Substance Registry System: 3 · 3,4-Pentadienoic acid, 2-methyl-, ethyl ester (60523-21-9)
Symbol(GHS): 7 · GHS07,GHS02
Signal word: Warning
Hazard statements: 226 · H226-H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501
TSCA: TSCA listed
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H302 (99.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 226 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 4 items

Chemical: 3,4-Pentadienoic acid, 2-methyl-, ethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 17-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25235

3,4-Pentadienoic acid, 2-methyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Acute Tox. 4 (99.6%)

Regulatory information

Regulatory Information · 4 items

Chemical: 3,4-Pentadienoic acid, 2-methyl-, ethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 17-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25235

3,4-Pentadienoic acid, 2-methyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Safety data

tsca: TSCA listed
Signal word: Warning
Symbol(GHS): GHS07,GHS02
Hazard statements: H226-H302
REACH Registrations: Active
Precautionary statements: P264-P270-P301+P312-P330-P501

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm；Extracellular；Membrane

Uses & manufacturing

Use Classification · 2 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information3,4-Pentadienoic acid, 2-methyl-, ethyl ester: ACTIVE

Applications · 1 item

DescriptionEthyl 2-methyl-3,4-pentadienoate (3,4-Pentadienoic acid, 2-methyl-, ethyl ester) is a relatively safe fragrance ingredient. Based on available data, it has no genotoxic, mutagenic, or photoirritation/photosensitization concerns. Its risk quotient (VoU) is < 1 based on its current use (VoU) in Europe and North America (i.e., predicted environmental concentration/predicted no-effect concentration [PEC/PNEC])[1].