3-(2-Oxocyclopentyl)propanenitrile

Base Information

• Chemical Name: 3-(2-Oxocyclopentyl)propanenitrile
• CAS No.: 4594-77-8
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.181
• European Community (EC) Number: 224-990-0
• DSSTox Substance ID: DTXSID80963467
• Nikkaji Number: J297.839C
• Mol file: 4594-77-8.mol

Synonyms:3-(2-oxocyclopentyl)propanenitrile;4594-77-8;2-Oxocyclopentanepropiononitrile;EINECS 224-990-0;R-2-Aminoheptanoicacid;2-oxocyclo-pentanepropionitrile;2-Oxocyclopentanepropanenitrile;SCHEMBL5800590;2-(2-cyanoethyl)-cyclopentanone;DTXSID80963467;AC8276;MFCD00015762;AKOS006283558;BS-28902;SY262857

Chemical Property of 3-(2-Oxocyclopentyl)propanenitrile

Chemical Property:

• Vapor Pressure: 0.00284mmHg at 25°C
• Boiling Point: 285.2°Cat760mmHg
• Flash Point: 126.3°C
• PSA: 40.86000
• Density: 1.033g/cm³
• LogP: 1.65938
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

3-(2-Oxocyclopentyl)propanenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)C1)CCC#N

Technology Process of 3-(2-Oxocyclopentyl)propanenitrile

There total 7 articles about 3-(2-Oxocyclopentyl)propanenitrile 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: 77.0%

acrylonitrile (107-13-1,25014-41-9) + cyclopentanone (120-92-3) → 2-oxocyclopentanepropiononitrile (4594-77-8,58712-10-0)

Guidance literature:

With pyrrolidine; In toluene; at 140 ℃;

DOI:10.1016/j.bmcl.2009.10.112

Reference yield: 58.0%

1-(N-piperidino)cyclopentene (1614-92-2) + acrylonitrile (107-13-1,25014-41-9) → 2-oxocyclopentanepropiononitrile (4594-77-8,58712-10-0)

Guidance literature:

With acetic acid; In 1,4-dioxane; for 9h; Heating;

Reference yield: 54.0%

1-pyrrolidinocyclopent-1-ene (7148-07-4) + acrylonitrile (107-13-1,25014-41-9) → 2-oxocyclopentanepropiononitrile (4594-77-8,58712-10-0)

Guidance literature:

1-pyrrolidinocyclopent-1-ene; acrylonitrile; In 1,4-dioxane; Inert atmosphere; Reflux;

With water; In 1,4-dioxane; Reflux;

DOI:10.1016/j.tet.2015.12.047

upstream raw materials:

1,4-dioxane

1-pyrrolidinocyclopent-1-ene

acrylonitrile

1-(N-piperidino)cyclopentene

Downstream raw materials:

(±)-cephalotaxine

2-methoxy-3,8-dioxocephalotax-1-ene

1-(2-Benzo[1,3]dioxol-5-yl-ethyl)-7-phenylselanyl-1-aza-spiro[4.4]nonane-2,6-dione

(R)-7-hydroxy-2-phenyl-6,7-dihydro-5H-<1>pyridine

Refernces

• 1、 -. "Method for synthesizing chiral nitrogen-phosphorus ligand L-8 containing pyridocycloheptane". Paragraph 0036-0039. . Retrieved 2021/03/23.
• 2、 Chen, Gang,Zhuang, Zhe,Li, Gen-Cheng,Saint-Denis, Tyler G.,Hsiao, Yi,Joe, Candice L.,Yu, Jin-Quan. "Ligand-Enabled β-C–H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups". supporting information. p. 1506 - 1509. Retrieved 2017/02/05.