4-Pentenoic acid, 2-acetyl-, methyl ester

Base Information

• Chemical Name: 4-Pentenoic acid, 2-acetyl-, methyl ester
• CAS No.: 3897-04-9
• Deprecated CAS: 95865-71-7
• Molecular Formula: C8H12 O3
• Molecular Weight: 156.181
• Hs Code.: 2918300090
• European Community (EC) Number: 223-447-5
• NSC Number: 616506
• DSSTox Substance ID: DTXSID30884017
• Nikkaji Number: J56.054E
• Mol file: 3897-04-9.mol

Synonyms:3897-04-9;methyl 2-acetylpent-4-enoate;4-Pentenoic acid, 2-acetyl-, methyl ester;Methyl 2-allylacetoacetate;Methyl 2-acetylpent-4-en-1-oate;4-carbomethoxy-1-hexen-5-one;SCHEMBL4773694;DTXSID30884017;2-Acetyl-4-pentenoic acid methyl;EINECS 223-447-5;NSC616506;NSC-616506;methyl 3-oxo-2-(1-propen-3-yl)butanoate;CS-0227270

Chemical Property of 4-Pentenoic acid, 2-acetyl-, methyl ester

Chemical Property:

• Vapor Pressure: 0.549mmHg at 25°C
• Refractive Index: 1.431
• Boiling Point: 190.2°Cat760mmHg
• Flash Point: 70.6°C
• PSA: 43.37000
• Density: 0.996g/cm³
• LogP: 0.94070
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 156.078644241
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Pentenoic acid, 2-acetyl-, methyl ester

There total 21 articles about 4-Pentenoic acid, 2-acetyl-, methyl ester 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: 96.0%

acetoacetic acid methyl ester (105-45-3) + allyl bromide (106-95-6) → methyl 2-acetylpent-4-enoate (3897-04-9)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 6h; Reagent/catalyst;

DOI:10.1007/s10562-017-2185-3

Reference yield: 89.0%

allylsulfonyl chloride (14418-84-9) + acetoacetic acid methyl ester (105-45-3) → methyl 2-acetylpent-4-enoate (3897-04-9)

Guidance literature:

acetoacetic acid methyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

allylsulfonyl chloride; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 0.5h; regioselective reaction;

DOI:10.1016/j.tet.2008.11.007

Reference yield: 81.0%

acetoacetic acid methyl ester (105-45-3) + allyl-trimethyl-silane (762-72-1) → methyl 2-acetylpent-4-enoate (3897-04-9)

Guidance literature:

With ceric tetrabutylammonium nitrate; In acetonitrile; for 4h;

DOI:10.1021/ol034763d

upstream raw materials:

allyl iodid

allyl phenyl ether

acetoacetic acid methyl ester

N,N-dimethyl-2-propen-1-amine

Downstream raw materials:

2-(3-Cyclohex-1-enyl-propionyl)-pent-4-enoic acid methyl ester

methyl 2-methyl-5-((phenylselanyl)methyl)-4,5-dihydrofuran-3-carboxylate

3-carbomethoxy-2-methoxy-2-methyl-5-<(phenylseleno)methyl>tetrahydrofuran

Methyl 2-acetyl-2-(2-iodobenzyl)pent-4-enoate