Ethyl 1-methyl-2-oxocyclopent-3-ene-1-carboxylate

Base Information

• Chemical Name: Ethyl 1-methyl-2-oxocyclopent-3-ene-1-carboxylate
• CAS No.: 51965-90-3
• Molecular Formula: C9H12 O3
• Molecular Weight: 168.1898
• NSC Number: 120502
• DSSTox Substance ID: DTXSID80298084
• ChEMBL ID: CHEMBL3244816
• Mol file: 51965-90-3.mol

Synonyms:51965-90-3;ethyl 1-methyl-2-oxocyclopent-3-ene-1-carboxylate;NSC120502;CHEMBL3244816;DTXSID80298084;NSC-120502

Chemical Property of Ethyl 1-methyl-2-oxocyclopent-3-ene-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.0353mmHg at 25°C
• Boiling Point: 241.7°Cat760mmHg
• Flash Point: 100.2°C
• Density: 1.113g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 168.078644241
• Heavy Atom Count: 12
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC=CC1=O)C

Technology Process of Ethyl 1-methyl-2-oxocyclopent-3-ene-1-carboxylate

There total 2 articles about Ethyl 1-methyl-2-oxocyclopent-3-ene-1-carboxylate 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: 53.0%

ethyl 1-methyl-2-oxocyclopentane-1-carboxylate (5453-88-3) → ethyl 1-methyl-2-oxocyclopent-3-enecarboxylate (51965-90-3)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; for 18h; Heating;

DOI:10.1021/acschembio.6b00751

Reference yield:

→ ethyl 1-methyl-2-oxocyclopent-3-enecarboxylate (51965-90-3)

Guidance literature:

Bromketon 12, 1.5-Diazobicyclo-<5.4.0>-undec-5-en;

DOI:10.1021/jm00206a021

Reference yield: 61.0%

ethyl 1-methyl-2-oxocyclopent-3-enecarboxylate (51965-90-3) + 2-(chloromethyl)-3-(phenylsulfonyl)-1-propene (116830-92-3) → 4-((E)-1-Benzenesulfonyl-3-chloro-2-methyl-allyl)-1-methyl-2-oxo-cyclopentanecarboxylic acid ethyl ester

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; at -95 ℃;

DOI:10.1016/S0040-4039(00)80053-2

upstream raw materials:

ethyl 1-methyl-2-oxocyclopentane-1-carboxylate

Downstream raw materials:

4-Benzenesulfonyl-2-methyl-5-methylene-1-oxo-octahydro-pentalene-2-carboxylic acid ethyl ester