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Merck
CN

61405

Methyl levulinate

greener alternative

≥98.0%

Synonym(s):

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

Linear Formula:
CH3COCH2CH2COOCH3
CAS Number:
624-45-3
Molecular Weight:
130.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57651849
EC Number:
210-846-4
Beilstein/REAXYS Number:
1754008
MDL number:
MFCD00017499
Assay:
≥98.0%

Key Documents

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Product Name

Methyl levulinate, ≥98.0%

InChI key

UAGJVSRUFNSIHR-UHFFFAOYSA-N

InChI

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

SMILES string

COC(=O)CCC(C)=O

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

Aligned,

Quality Level

100

Related Categories

Application

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

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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Storage Class

10 - Combustible liquids

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6214
BCCH9381
BCCF5196
BCCB1981
BCBW6062

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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
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
Failure to treat keratoderma in Papillon-Lefevre syndrome using photodynamic therapy.
Montse Fernández-Guarino et al.
European journal of dermatology : EJD, 17(5), 456-457 (2007-08-04)
"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
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