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Methyl levulinate

CAS# 624-45-3

Methyl levulinate

2D Structure

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Quality Control of Methyl levulinate

3D structure

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Methyl levulinate

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Chemical Properties of Methyl levulinate

Cas No. 624-45-3 SDF Download SDF
PubChem ID 69354 Appearance Oil
Formula C6H10O3 M.Wt 130.1
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl 4-oxopentanoate
SMILES CC(=O)CCC(=O)OC
Standard InChIKey UAGJVSRUFNSIHR-UHFFFAOYSA-N
Standard InChI InChI=1S/C6H10O3/c1-5(7)3-4-6(8)9-2/h3-4H2,1-2H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Methyl levulinate

The herbs of Rauvolfia vomitoria

Biological Activity of Methyl levulinate

DescriptionMethyl levulinate is a natural product from Rauvolfia vomitoria.
In vitro

In Situ Catalytic Hydrogenation of Biomass-Derived Methyl Levulinate to γ-Valerolactone in Methanol.[Pubmed: 25873556]

ChemSusChem. 2015 May 11;8(9):1601-7.


METHODS AND RESULTS:
In this work, the hydrocyclization of Methyl levulinate (ML) to γ-valerolactone (GVL) was performed in MeOH over an in situ prepared nanocopper catalyst without external H2 . This nanocopper catalyst served as a dual-functional catalyst for both hydrogen production by MeOH reforming and hydrogenation of ML. Nearly quantitative ML conversion with a GVL selectivity of 87.6 % was achieved at 240 °C in 1 h in MeOH under a nitrogen atmosphere. ML in the methanolysis products of cellulose also could be hydrogenated effectively to GVL over this nanocopper catalyst even in the presence of humins to give an ML conversion of 94.1 % and a GVL selectivity of 73.2 % at 240 °C in 4 h.
CONCLUSIONS:
The absorption behavior of humins on the surface of the nanocopper catalyst was observed, which resulted in a pronounced increase in the acidic sites of the nanocopper catalyst that facilitate ring-opening and the hydrocarboxylation/alkoxycarbonylation of GVL to byproducts.

One-pot preparation of methyl levulinate from catalytic alcoholysis of cellulose in near-critical methanol.[Pubmed: 22841826]

Carbohydr Res. 2012 Sep 1;358:37-9.

One-pot preparation of Methyl levulinate (MLA) from cellulose in near-critical methanol was studied.
METHODS AND RESULTS:
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 an initial cellulose concentration of 10-30 g/L, a temperature range from 170 to 190°C, and a sulfuric acid concentration of 0.01-0.03 mol/L, on the production of MLA were investigated.
CONCLUSIONS:
The results showed the reaction temperature and acid concentration significantly affected the process of cellulose alcoholysis and the yield of MLA. A high yield of up to 55% MLA was achieved at 190°C for 5h, using 0.02 mol/L H(2)SO(4) as a catalyst.

Methyl levulinate Dilution Calculator

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Preparing Stock Solutions of Methyl levulinate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.6864 mL 38.432 mL 76.864 mL 153.7279 mL 192.1599 mL
5 mM 1.5373 mL 7.6864 mL 15.3728 mL 30.7456 mL 38.432 mL
10 mM 0.7686 mL 3.8432 mL 7.6864 mL 15.3728 mL 19.216 mL
50 mM 0.1537 mL 0.7686 mL 1.5373 mL 3.0746 mL 3.8432 mL
100 mM 0.0769 mL 0.3843 mL 0.7686 mL 1.5373 mL 1.9216 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Methyl levulinate

In Situ Catalytic Hydrogenation of Biomass-Derived Methyl Levulinate to gamma-Valerolactone in Methanol.[Pubmed:25873556]

ChemSusChem. 2015 May 11;8(9):1601-7.

In this work, the hydrocyclization of Methyl levulinate (ML) to gamma-valerolactone (GVL) was performed in MeOH over an in situ prepared nanocopper catalyst without external H2 . This nanocopper catalyst served as a dual-functional catalyst for both hydrogen production by MeOH reforming and hydrogenation of ML. Nearly quantitative ML conversion with a GVL selectivity of 87.6 % was achieved at 240 degrees C in 1 h in MeOH under a nitrogen atmosphere. ML in the methanolysis products of cellulose also could be hydrogenated effectively to GVL over this nanocopper catalyst even in the presence of humins to give an ML conversion of 94.1 % and a GVL selectivity of 73.2 % at 240 degrees C in 4 h. The absorption behavior of humins on the surface of the nanocopper catalyst was observed, which resulted in a pronounced increase in the acidic sites of the nanocopper catalyst that facilitate ring-opening and the hydrocarboxylation/alkoxycarbonylation of GVL to byproducts.

One-pot preparation of methyl levulinate from catalytic alcoholysis of cellulose in near-critical methanol.[Pubmed:22841826]

Carbohydr Res. 2012 Sep 1;358:37-9.

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 an initial cellulose concentration of 10-30 g/L, a temperature range from 170 to 190 degrees C, and a sulfuric acid concentration of 0.01-0.03 mol/L, on the production of MLA were investigated. The results showed the reaction temperature and acid concentration significantly affected the process of cellulose alcoholysis and the yield of MLA. A high yield of up to 55% MLA was achieved at 190 degrees C for 5h, using 0.02 mol/L H(2)SO(4) as a catalyst.

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