Methyl 2-methylidene-3-oxobutanoate

Base Information

• Chemical Name: Methyl 2-methylidene-3-oxobutanoate
• CAS No.: 4188-88-9
• Molecular Formula: C6H8O3
• Molecular Weight: 128.128
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID80510556
• Wikidata: Q82368897
• Mol file: 4188-88-9.mol

Synonyms:methyl 2-methylidene-3-oxobutanoate;22415-00-5;SCHEMBL1335212;Methyl2-methylene-3-oxobutanoate;DTXSID80510556;Methyl 2-methylene-3-oxobutanoate;D88208

Chemical Property of Methyl 2-methylidene-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0.3mmHg at 25°C
• Melting Point: 59-61 °C(lit.)
• Refractive Index: 1.433
• Boiling Point: 202 °C at 760 mmHg
• Flash Point: 80.1 °C
• PSA: 43.37000
• Density: 1.052 g/cm³
• LogP: 0.30460
• Solubility.: soluble in Alcohol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 128.047344113
• Heavy Atom Count: 9
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl Acetylacrylate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-methylidene-3-oxobutanoate

There total 1 articles about Methyl 2-methylidene-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: 84.0%

methanol (67-56-1) + 2-butylthioethyl β-acetylacrylate (79865-16-0) → methyl 4-oxo-2-pentenoate (4188-88-9) + 2-(butylthio)ethanol (5331-37-3)

Guidance literature:

With toluene-4-sulfonic acid; for 8h; Heating;

Reference yield: 94.0%

methyl 4-oxo-2-pentenoate (4188-88-9) + 2-(4-methylbenzoylmethylene)hexahydro-1H-1,3-diazepine (115859-69-3) → 9-(4-methylbenzoyl)-8-(2-oxopropyl)-1,2,3,4,5,8-hexahydro-7H-pyrrolo[1,2-a][1,3]diazepin-7-one

Guidance literature:

In acetonitrile; for 0.666667h; regioselective reaction; Reflux;

DOI:10.1039/c5ra04244e

Reference yield: 91.0%

methyl 4-oxo-2-pentenoate (4188-88-9) + 2-(benzoylmethylene)hexahydro-1H-1,3-diazepine (115859-77-3) → 9-benzoyl-8-(2-oxopropyl)-1,2,3,4,5,8-hexahydro-7H-pyrrolo[1,2-a][1,3]diazepin-7-one

Guidance literature:

In acetonitrile; for 1.16667h; regioselective reaction; Reflux;

DOI:10.1039/c5ra04244e

upstream raw materials:

methanol

2-butylthioethyl β-acetylacrylate

Downstream raw materials:

2-ethoxy-6-methyl-3,4-dihydro-2H-pyran-4-carboxylic acid methyl ester

3-methyl-5-pentyl-benzoic acid methyl ester

ALA

C₂₁H₁₉N₃O₃

Refernces