Methyl 2,5-dioxohexanoate

Base Information

• Chemical Name: Methyl 2,5-dioxohexanoate
• CAS No.: 43227-83-4
• Molecular Formula: C7H10O4
• Molecular Weight: 158.154
• DSSTox Substance ID: DTXSID80569569
• Nikkaji Number: J863.726A
• Wikidata: Q82456730
• Mol file: 43227-83-4.mol

Synonyms:43227-83-4;METHYL 2,5-DIOXOHEXANOATE;2,5-Dioxohexanoic acid methyl ester;SCHEMBL14389724;DTXSID80569569

Chemical Property of Methyl 2,5-dioxohexanoate

Chemical Property:

• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2,5-dioxohexanoate

There total 2 articles about Methyl 2,5-dioxohexanoate 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:

2-methoxy-3-methylcyclopent-2-en-1-one (14189-85-6) → 2-methylenepentanedioic acid 1-methyl ester (122270-87-5) + methyl 4-carboxy-2-hydroxy-2-methylbutanoate (100813-24-9) + 2,5-Dioxo-hexanoic acid methyl ester (43227-83-4) + levulinic acid (123-76-2)

Guidance literature:

With oxygen; rose bengal; at -20 ℃; for 2.5h; Title compound not separated from byproducts; Irradiation;

DOI:10.1021/jo00277a026

Reference yield:

methanol (67-56-1) + 2-methoxy-3-methylcyclopent-2-en-1-one (14189-85-6) → 2-methylenepentanedioic acid 1-methyl ester (122270-87-5) + methyl 4-carboxy-2-hydroxy-2-methylbutanoate (100813-24-9) + 2,5-Dioxo-hexanoic acid methyl ester (43227-83-4) + levulinic acid (123-76-2)

Guidance literature:

With oxygen; rose bengal; at -20 ℃; for 2.5h; Product distribution; Irradiation; other solvents, other temperature;

DOI:10.1021/jo00277a026

Reference yield: 72.0%

2,5-Dioxo-hexanoic acid methyl ester (43227-83-4) + benzylamine (100-46-9) → Methyl 5-Methyl-1-(phenylmethyl)-2-pyrrolecarboxylate (86129-40-0)

Guidance literature:

In methanol; acetic acid; at 50 - 60 ℃; for 1.5h; sulimation at 50-57 deg C (O_.O₃ mm);

DOI:10.1021/jo00164a028

upstream raw materials:

methanol

2-methoxy-3-methylcyclopent-2-en-1-one

Downstream raw materials:

Methyl 5-Methyl-1-(phenylmethyl)-2-pyrrolecarboxylate

Refernces