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Sigma-Aldrich

Ethyl levulinate

greener alternative

99%

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Synonym(s):
Ethyl 4-oxopentanoate
Linear Formula:
CH3COCH2CH2COOC2H5
CAS Number:
539-88-8
Molecular Weight:
144.17
Beilstein:
507641
EC Number:
208-728-2
MDL number:
MFCD00009209
UNSPSC Code:
12352100
PubChem Substance ID:
24847498
NACRES:
NA.22

Quality Level

200

Assay

99%

greener alternative product characteristics

Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.422 (lit.)

bp

93-94 °C/18 mmHg (lit.)

solubility

H2O: freely soluble
alcohol: miscible

density

1.016 g/mL at 25 °C (lit.)

greener alternative category

Aligned,

SMILES string

CCOC(=O)CCC(C)=O

InChI

1S/C7H12O3/c1-3-10-7(9)5-4-6(2)8/h3-5H2,1-2H3

InChI key

GMEONFUTDYJSNV-UHFFFAOYSA-N

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General description

Ethyl levulinate is diluent for biodiesel fuels with high saturated fatty acid content.

Ethyl levulinate is a ketoester produced through the esterification of levulinic acid and is used as an oxygenated diesel additive.
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Application

Ethyl levulinate was used to develop a preparative HPLC method to preserve wine aromas and isolates fruity characteristics of red wine aroma extracts.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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Catalytic upgrading of levulinic acid to ethyl levulinate using reusable silica-included Wells-Dawson heteropolyacid as catalyst.
Pasquale G, et al.
Catalysis Communications, 18, 115-120 (2012)
T Hirata
International journal of leprosy and other mycobacterial diseases : official organ of the International Leprosy Association, 47(4), 585-596 (1979-12-01)
The fine structures and the interconnections between the intracytoplasmic membrane systems and cell division of murine leprosy bacilli in liver tissue from mice infected intraperitoneally with Mycobacterium lepraemurium, Hawaiian strain, were studied in ultrathin serial sections at the electron microscopic
Optimized enzymatic synthesis of levulinate ester in solvent-free system
Alice L et al.
Industrial Crops and Products, 32, 246-251 (2010)
Bénédicte Pineau et al.
Journal of agricultural and food chemistry, 57(9), 3702-3708 (2009-03-31)
A preparative HPLC method, which preserves wine aromas and isolates fruity characteristics in specific fractions, was applied to red wine aroma extracts. Various odor-active zones were detected in typical fractions by GC-O analysis of their extracts. Through further GC-MS analyses
Hanjin Im et al.
Bioresource technology, 193, 386-392 (2015-07-06)
This work addresses an unprecedented way of co-producing biodiesel (FAEE) and valuable chemicals of ethyl levulinate (EL), ethyl formate (EF) and diethyl ether (DEE) from wet in situ transesterification of microalgae. EL, EF, and DEE were significantly produced up to

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