Ethyl 2-acetyl-4-methylpent-4-enoate

Base Information

• Chemical Name: Ethyl 2-acetyl-4-methylpent-4-enoate
• CAS No.: 20962-70-3
• Deprecated CAS: 53369-02-1
• Molecular Formula: C10H16O3
• Molecular Weight: 184.235
• Hs Code.: 2918300090
• NSC Number: 29893
• DSSTox Substance ID: DTXSID1051482
• Nikkaji Number: J674.651I
• Mol file: 20962-70-3.mol

Synonyms:ethyl 2-acetyl-4-methylpent-4-enoate;20962-70-3;4-Pentenoic acid, 2-acetyl-4-methyl-, ethyl ester;NSC29893;Ethyl 2-acetyl-4-methyl-4-pentenoate;ethyl-2-acetyl-4-methyl-4-pentenoate;SCHEMBL4151249;DTXSID1051482;NSC 29893;NSC-29893;FT-0710923;2-(2-Methylallyl)-3-oxobutyric acid ethyl ester;4-Pentenoic acid,2-acetyl-4-methyl-, ethyl ester;4-Pentenoic acid,2-acetyl-4-methyl-,ethyl ester

Chemical Property of Ethyl 2-acetyl-4-methylpent-4-enoate

Chemical Property:

• Vapor Pressure: 0.0638mmHg at 25°C
• Refractive Index: 1.437
• Boiling Point: 231 °C at 760 mmHg
• Flash Point: 91.8 °C
• PSA: 43.37000
• Density: 0.972 g/cm³
• LogP: 1.72090
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-acetyl-4-methylpent-4-enoate

There total 14 articles about Ethyl 2-acetyl-4-methylpent-4-enoate 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: 100.0%

ethyl acetoacetate (141-97-9) + 3-Chloro-2-methylpropene (563-47-3) → ethyl 2-acetyl-4-methylpent-4-enoate (20962-70-3,53369-02-1)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 40 - 75 ℃; for 6h;

Reference yield: 100.0%

methallyl acetate (820-71-3) + ethyl acetoacetate (141-97-9) → ethyl 2-acetyl-4-methylpent-4-enoate (20962-70-3,53369-02-1)

Guidance literature:

With isopropylmagnesium chloride; sodium hydride; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; at 160 ℃; for 72h; Product distribution; other temp./react. time;

DOI:10.1016/0022-328X(86)80547-2

Reference yield: 77.0%

ethyl acetoacetate (141-97-9) + 3-hydroxy-2-methyl-1-propene (513-42-8) → ethyl 2-acetyl-4-methylpent-4-enoate (20962-70-3,53369-02-1) + ethyl 2,2-bis(2-methylallyl)-3-oxobutanoate (13246-24-7)

Guidance literature:

With pyrrolidine; dichloro( 1,5-cyclooctadiene)platinum(ll); acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 80 ℃; for 5h; Temperature; regioselective reaction; Inert atmosphere; Schlenk technique; Microwave irradiation;

DOI:10.1002/anie.201311200

upstream raw materials:

ethyl acetoacetate

3-Chloro-2-methylpropene

sodium ethyl acetylacetate enolate

2-chloro-3-butene

Downstream raw materials:

5-methyl-5-hexen-2-one

2-Methallyl-3-anilino-crotonsaeure-aethylester

5-methylhex-4-en-2-one

cis-1-methyl-2-(1-methylethenyl)-cyclobutaneacetic acid