Ethyl levulinate
Ethyl levulinate Basic information
- Product Name:
- Ethyl levulinate
- Synonyms:
-
- 4-oxo-pentanoicaciethylester
- ELA
- Ethyl ketovalerate
- Ethyl levulate
- ethylketovalerate
- ethyllevulate
- Pentanoicacid,4-oxo-,ethylester
- ETHYL 4-OXOPENTANOATE
- CAS:
- 539-88-8
- MF:
- C7H12O3
- MW:
- 144.17
- EINECS:
- 208-728-2
- Product Categories:
-
- Pharmaceutical Intermediates
- bc0001
- Mol File:
- 539-88-8.mol
Ethyl levulinate Chemical Properties
- Melting point:
- <25 °C
- Boiling point:
- 93-94 °C/18 mmHg (lit.)
- Density
- 1.016 g/mL at 25 °C (lit.)
- vapor pressure
- 11Pa at 25℃
- refractive index
- n20/D 1.422(lit.)
- FEMA
- 2442 | ETHYL LEVULINATE
- Flash point:
- 195 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- H2O: freely soluble
- form
- Liquid
- color
- Clear yellow
- Specific Gravity
- 1.01
- Odor
- at 100.00 %. sweet fruity floral berry green pineapple rhubarb
- Odor Type
- fruity
- Water Solubility
- Soluble in water.
- JECFA Number
- 607
- Merck
- 14,3819
- BRN
- 507641
- Dielectric constant
- 12.0(21℃)
- InChIKey
- GMEONFUTDYJSNV-UHFFFAOYSA-N
- LogP
- 0.324 at 20℃
- CAS DataBase Reference
- 539-88-8(CAS DataBase Reference)
- NIST Chemistry Reference
- Pentanoic acid, 4-oxo-, ethyl ester(539-88-8)
- EPA Substance Registry System
- Pentanoic acid, 4-oxo-, ethyl ester (539-88-8)
MSDS
- Language:English Provider:4-Oxopentanoic acid ethyl ester
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
Ethyl levulinate Usage And Synthesis
Chemical Properties
clear yellowish liquid
Chemical Properties
Ethyl levulinate has an ethereal, fruity, green, sweet, pineapple, apple, rhubarb odor.
Occurrence
Reported found in white bread, roasted onion, wheat bread, cognac, malt whiskey, grape wines, cocoa, bilberry wine, Bourbon vanilla and cherimoya (Annona cheremolia Mill.).
Uses
Solvent for cellulose acetate and starch ethers, flavoring.
Uses
Ethyl levulinate is used to develop a preparative HPLC method to preserve wine aromas and isolates fruity characteristics of red wine aroma extracts
Uses
Ethyl levulinate was used to develop a preparative HPLC method to preserve wine aromas and isolates fruity characteristics of red wine aroma extracts.
Definition
ChEBI: Ethyl levulinate is an oxo carboxylic acid.
Preparation
Usually obtained by direct esterification of levulinic acid with ethanol and H2SO4 in benzene or in toluene; also in the presence of HCI in ethanol; other methods starting from glucose, fructose and others are of less importance.
Taste threshold values
Taste characteristics at 40 ppm: fruity, green, waxy and melon.
Synthesis Reference(s)
The Journal of Organic Chemistry, 59, p. 486, 1994 DOI: 10.1021/jo00081a034
Synthetic Communications, 8, p. 279, 1978 DOI: 10.1080/00397917808065622
General Description
Ethyl levulinate is diluent for biodiesel fuels with high saturated fatty acid content.
Flammability and Explosibility
Not classified
Safety Profile
A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes
Purification Methods
Stir the ester with Na2CO3 and charcoal, filter and distil. It is freely soluble in H2O and EtOH [IR, NMR: Sterk Monatsh Chem 99 1770 1968, Thomas & Schuette J Am Chem Soc 53 2328 1931, Cox & Dodds J Am Chem Soc 55 3392 1933]. [Beilstein 3 IV 1562.]
Ethyl levulinate Preparation Products And Raw materials
Raw materials
Preparation Products
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Ethyl levulinate(539-88-8)Related Product Information
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