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Sigma-Aldrich

Ethyl levulinate

greener alternative

99%

Synonym(s):

Ethyl 4-oxopentanoate

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About This Item

Linear Formula:
CH3COCH2CH2COOC2H5
CAS Number:
539-88-8
Molecular Weight:
144.17
Beilstein/REAXYS Number:
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.

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.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been classified as a greener solvent. Click here for more information.

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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Ethyl levulinate: A potential bio-based diluent for biodiesel which improves cold flow properties.
Joshi H, et al
Biomass and Bioenergy, 35(7), 3262-3266 (2011)
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)
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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