Ethyl 2-oxo-1-propylcyclopentanecarboxylate

Base Information

• Chemical Name: Ethyl 2-oxo-1-propylcyclopentanecarboxylate
• CAS No.: 56197-54-7
• Molecular Formula: C11H18O3
• Molecular Weight: 198.2588
• NSC Number: 105453
• DSSTox Substance ID: DTXSID40295771
• Nikkaji Number: J339.201E
• Mol file: 56197-54-7.mol

Synonyms:56197-54-7;ethyl 2-oxo-1-propylcyclopentanecarboxylate;NSC105453;NCIOpen2_002035;SCHEMBL4811574;DTXSID40295771;NSC-105453

Chemical Property of Ethyl 2-oxo-1-propylcyclopentanecarboxylate

Chemical Property:

• Vapor Pressure: 0.00735mmHg at 25°C
• Boiling Point: 269.2°Cat760mmHg
• Flash Point: 112.5°C
• Density: 1.033g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 198.125594432
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1(CCCC1=O)C(=O)OCC

Technology Process of Ethyl 2-oxo-1-propylcyclopentanecarboxylate

There total 7 articles about Ethyl 2-oxo-1-propylcyclopentanecarboxylate 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%

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) + 1-iodo-propane (107-08-4) → 2-oxo-1-propyl-cyclopentanecarboxylic acid ethyl ester (56197-54-7)

Guidance literature:

With sodium hydride; In toluene; 1.) room temp., 15 min, 2.) reflux, 48 h;

DOI:10.1021/jo00126a050

Reference yield: 69.0%

ethyl 1-(3-iodopropyl)-2-oxocyclopentanecarboxylate (122898-06-0) → 2-oxo-1-propyl-cyclopentanecarboxylic acid ethyl ester (56197-54-7) + ethyl 5-oxocyclooctanecarboxylate (122898-08-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 44h; Heating;

DOI:10.1016/0040-4020(89)80035-3

Reference yield: 65.0%

2-(3-bromopropyl)-2-ethoxycarbonylcyclopentanone (62547-83-5) → 2-oxo-1-propyl-cyclopentanecarboxylic acid ethyl ester (56197-54-7) + Ethyl cis-5-hydroxybicyclo<3.3.0>octane-1-carboxylate (129104-49-0)

Guidance literature:

With trimethylsilyl bromide; tetraethylammonium tosylate; In N,N-dimethyl-formamide; electroreduction (lead cathode, carbon rod anode, 4 F/mol);

DOI:10.1021/jo00304a014

upstream raw materials:

2-ethoxycarbonyl-1-cyclopentanone

propyl bromide

2-(3-bromopropyl)-2-ethoxycarbonylcyclopentanone

ethyl 1-(3-iodopropyl)-2-oxocyclopentanecarboxylate

Downstream raw materials:

2-propyl-1-cyclopentanone