Methyl 3-bromo-4-oxopentanoate

Base Information

• Chemical Name: Methyl 3-bromo-4-oxopentanoate
• CAS No.: 95678-51-6
• Molecular Formula: C6H9BrO3
• Molecular Weight: 209.04
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID00435656
• Nikkaji Number: J2.806.080G
• Mol file: 95678-51-6.mol

Synonyms:Methyl 3-bromo-4-oxopentanoate;95678-51-6;Pentanoic acid, 3-bromo-4-oxo-, methyl ester;methyl3-bromo-4-oxopentanoate;3-bromolevulinic acid methyl ester;3-bromo-4-oxopentanoic acid methyl ester;SCHEMBL1413253;DTXSID00435656;PYEPIWRQEUGIRK-UHFFFAOYSA-N;MFCD19349880;AKOS016354146;3-bromo4-oxo-pentanoic acid methyl ester;NS-02310

Chemical Property of Methyl 3-bromo-4-oxopentanoate

Chemical Property:

• Boiling Point: 28 °C(Press: 1 Torr)
• PSA: 43.37000
• Density: 1.474±0.06 g/cm3(Predicted)
• LogP: 0.90200
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.97351
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

methyl3-bromo-4-oxopentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(CC(=O)OC)Br

Technology Process of Methyl 3-bromo-4-oxopentanoate

There total 6 articles about Methyl 3-bromo-4-oxopentanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

levulinic acid methyl ester (624-45-3) → methyl 5-bromo-4-oxopentanoate (53856-93-2) + 3-bromo-4-oxopentanoic acid methyl ester (95678-51-6)

Guidance literature:

With bromine; In methanol; for 0.416667h; Heating / reflux;

Reference yield:

methanol (67-56-1) + levulinic acid (123-76-2) → methyl 5-bromo-4-oxopentanoate (53856-93-2) + 3-bromo-4-oxopentanoic acid methyl ester (95678-51-6)

Guidance literature:

With bromine; for 3.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1080/00397919408010567

Reference yield:

levulinic acid methyl ester (624-45-3) → methyl 5-bromo-4-oxopentanoate (53856-93-2) + 3-bromo-4-oxopentanoic acid methyl ester (95678-51-6) + 3,5-dibromo-4-oxo-valeric acid methyl ester (140663-07-6)

Guidance literature:

With bromine; at 20 ℃; for 0.33h; regioselective reaction; Ionic liquid;

DOI:10.1016/j.tetlet.2009.11.097

upstream raw materials:

2-methyl-5,5-dimethoxy-4,5-dihydrofuran

methanol

levulinic acid

hydrogenchloride

Downstream raw materials:

phthalimide

methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate

methyl (E)-4-oxo-2-pentenoate

2(S)-<(2-benzoylphenyl)amino>-3-<4-<2-(5-methyl-2-pyridin-4-yloxazol-4-yl)ethoxy>phenyl>propionic acid methyl ester