Basic information
- CAS
3249-68-1- Standard SMILES
CCCC(=O)CC(=O)OCC- InChIKey
KQWWVLVLVYYYDT-UHFFFAOYSA-N- Molecular formula
- C8H14O3
- Average molar mass
- 158.19 g/mol
- Monoisotopic mass
- 158.09429431
Overview
Ethyl 3-oxohexanoate is a fatty acid ethyl ester. It is functionally related to a 3-oxohexanoic acid.
Names & identifiers
- Preferred name
- Ethyl 3-oxohexanoate
- IUPAC
- ethyl 3-oxohexanoate
- English name
- Ethyl butyrylacetate
- Molecular formula
- C8H14O3
- Molecular weight
- 158.2
Names & synonyms
Ethyl 3-oxohexanoateEthyl butyrylacetate3249-68-1Ethyl butyroacetateHexanoic acid, 3-oxo-, ethyl esterEthyl 3-KetohexanoateEthyl beta-ketohexanoateEthyl alpha-butyrylacetate3-Oxohexanoic Acid Ethyl EsterEthyl .alpha.-butyrylacetateFEMA No. 3683EINECS 221-835-9
Show more names
MRIO-001FEMA 3683AKOS 220-93ButyrylacetateEthyl 3-oxohexanoEthy ButyrylacetateETHYL B-KETOCAPROATE
Butyrylacetic acid ethyl ester8Q1AHG710ECHEBI:18119AI3-23360NSC-42868ETHYL BUTYROYLACETATEKQWWVLVLVYYYDT-UHFFFAOYSA-DTXSID00186217
Database identifiers
- CAS
3249-68-1- PubChem CID
- 238498
- DTXSID
DTXSID00186217- ChEBI
CHEBI:18119- UNII
- 8Q1AHG710E
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 43.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 140
Experimental & physicochemical properties
SpringerMaterials PropertiesDiamagnetic susceptibility
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.983-1.000 (20 °C)
Flavoring AgentsEU Flavoring substances
Solubility
slightly
slightly soluble in water; soluble in fat
(in ethanol)
Boiling Point
104.00 °C. @ 22.00 mm Hg
90 °C (10 mm Hg); 104 °C (22 mm Hg)
Refractive Index1.424-1.436
Physical Descriptioncolourless liquid with fruity, slightly fatty odour
Physicochemical properties
- Melting point
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 92.3% (96 of 104) of all reports.
Not Classified
Aggregated GHS information provided per 104 reports by companies from 6 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Hexanoic acid, 3-oxo-, ethyl ester
Status: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24415
Hexanoic acid, 3-oxo-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- rtecs
- MO8420500
- ridadr
- NA 1993 / PGIII
- hs_code
- 29183000
- Signal word
- Warning
- Symbol(GHS)
- GHS06
- safety_code
- 24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227-H301
- REACH Registrations
- Active
- Precautionary statements
- P210e-P280a-P301+P310a-P403+P235-P405-P501a
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Applications
UsesEthyl Butyrylacetate is used in the synthesis of pharmaceutical agents such as the anti-HIV agent (+/-)-Calanolide A.Also used in the synthesis of potent and selective polymerase inhibitors.
General DescriptionEthyl 3-oxohexanoate is a volatile flavor ester that is reported to occur in banana fruit. It can undergo bioreduction to form ethyl (R)-3-hydroxyhexanoate, another key food flavoring agent.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
219 records
Compound notes
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