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Merck

61405

Sigma-Aldrich

Methyl levulinate

greener alternative

≥98.0%

Sinónimos:

4-Oxopentanoic acid methyl ester, 4-Oxovaleric acid methyl ester, Methyl β-acetylpropionate, Methyl 4-oxopentanoate, Methyl 4-oxovalerate, Methyl levulate

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About This Item

Fórmula lineal:
CH3COCH2CH2COOCH3
Número de CAS:
Peso molecular:
130.14
Beilstein/REAXYS Number:
1754008
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0%

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

bp

193-195 °C (lit.)

density

1.051 g/mL at 20 °C (lit.)

functional group

ester
ketone

greener alternative category

SMILES string

COC(=O)CCC(C)=O

InChI

1S/C6H10O3/c1-5(7)3-4-6(8)9-2/h3-4H2,1-2H3

InChI key

UAGJVSRUFNSIHR-UHFFFAOYSA-N

General description

Methyl levulinate can be synthesized from glucose in the presence of a few drops of dilute sulfuric acid in methanol.
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Application

Methyl levulinate can undergo Meerwein–Ponndorf–Verley (MPV) reduction in the presence of lewis acid zeolite like Hf-beta to give 4-hydroxypentanoates.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

161.6 °F - closed cup

flash_point_c

72 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Visite la Librería de documentos

Wan-Chu Yun et al.
Journal of colloid and interface science, 543, 52-63 (2019-02-20)
While zirconium (Zr)-based metal organic frameworks (MOFs) are promising for conversion of levulinic acid (LA) to γ-valerolactone (GVL) through catalytic transform hydrogenation (CTH), these reported Zr MOFs for LA conversion must be synthesized in toxic dimethylformamide (DMF). From the viewpoint
"Extremely low sulfuric acid catalyst system for synthesis of methyl levulinate from glucose"
<BIG>Peng L, et al.</BIG>
Industrial Crops and Products, 40, 136-144 (2012)
Xiaoyu Wu et al.
Carbohydrate research, 358, 37-39 (2012-07-31)
One-pot preparation of methyl levulinate (MLA) from cellulose in near-critical methanol was studied. Acids containing SO(3)H group were proven to be effective catalysts for the production of MLA from cellulose's catalytic alcoholysis. The effects of different reaction conditions, such as
Jean-Paul Ortonne et al.
Experimental dermatology, 19(7), 641-647 (2010-03-06)
During treatment of actinic keratosis (AK) lesions with imiquimod sub-clinical lesions often become visible. It is, however, unclear whether these sub-clinical lesions would be detectable beforehand. The aim of this pilot study was to compare two techniques, cross polarized light
"Investigation of the reaction kinetics of isolated Lewis acid sites in beta zeolites for the Meerwein?Ponndorf?Verley reduction of methyl levulinate to ?-valerolactone"
<BIG>Luo.YH, et al.</BIG>
J. Catal., 320, 198-207 (2014)

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