2-Methylprop-2-en-1-yl 3-oxobutanoate

Base Information

• Chemical Name: 2-Methylprop-2-en-1-yl 3-oxobutanoate
• CAS No.: 5459-45-0
• Molecular Formula: C8H12 O3
• Molecular Weight: 156.181
• NSC Number: 24281
• DSSTox Substance ID: DTXSID20969842
• Nikkaji Number: J2.513.717E
• Wikidata: Q82952903
• Mol file: 5459-45-0.mol

Synonyms:5459-45-0;2-methylprop-2-en-1-yl 3-oxobutanoate;NSC24281;SCHEMBL9204032;DTXSID20969842;NSC-24281;3-Oxobutyric acid 2-methyl-2-propenyl ester

Chemical Property of 2-Methylprop-2-en-1-yl 3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0.177mmHg at 25°C
• Boiling Point: 212°Cat760mmHg
• Flash Point: 83.4°C
• Density: 1g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 156.078644241
• Heavy Atom Count: 11
• Complexity: 182

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)COC(=O)CC(=O)C

Technology Process of 2-Methylprop-2-en-1-yl 3-oxobutanoate

There total 5 articles about 2-Methylprop-2-en-1-yl 3-oxobutanoate 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: 87.0%

ethyl acetoacetate (141-97-9) + 3-hydroxy-2-methyl-1-propene (513-42-8) → 2-methylprop-2-enyl 3-oxobutanoate (5459-45-0)

Guidance literature:

With triethylamine; In toluene; at 110 ℃; for 5h;

DOI:10.1080/00397911.2014.932812

Reference yield: 81.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + 3-hydroxy-2-methyl-1-propene (513-42-8) → 2-methylprop-2-enyl 3-oxobutanoate (5459-45-0)

Guidance literature:

In xylene; at 150 ℃; for 0.5h;

DOI:10.1055/s-2006-950274

Reference yield: 70.0%

2-methyl-prop-2-ene-1-yl bromoacetate (132426-20-1) → 2-methylprop-2-enyl 3-oxobutanoate (5459-45-0)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

DOI:10.1016/0040-4039(95)00127-X

upstream raw materials:

2-methyl-prop-2-ene-1-yl bromoacetate

4-methyleneoxetan-2-one

3-hydroxy-2-methyl-1-propene

2,2,6-trimethyl-4H-1,3-dioxin-4-one

Downstream raw materials:

5-methyl-5-hexen-2-one

3-(2-methyl-2-propenyl) 5-allyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate