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ChemicalBook >  Product Catalog >  Flavors and fragrances >  Synthetic fragrances >  Carboxylic acids and esters >  Aliphatic dicarboxylic acid esters >  Ethyl levulinate

Ethyl levulinate

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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
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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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25
WGK Germany 
2
RTECS 
OI1700000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29183000

MSDS

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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 levulinateSupplier

Hunan Zhenyuan Chemical Co. , Ltd. Gold
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J & K SCIENTIFIC LTD.
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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Alfa Aesar
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
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Sales-CN@TCIchemicals.com