Cyclopentylidenemalononitrile

Base Information

• Chemical Name: Cyclopentylidenemalononitrile
• CAS No.: 5660-83-3
• Molecular Formula: C8H8 N2
• Molecular Weight: 132.165
• European Community (EC) Number: 227-111-9
• DSSTox Substance ID: DTXSID50205164
• Nikkaji Number: J142.929I
• Wikidata: Q83078653
• Mol file: 5660-83-3.mol

Synonyms:Cyclopentylidenemalononitrile;2-cyclopentylidenepropanedinitrile;5660-83-3;Propanedinitrile, cyclopentylidene-;EINECS 227-111-9;Dicyanomethylenecyclopentane;SCHEMBL5508352;2-Cyclopentylidenemalononitrile #;DTXSID50205164;AKOS006275589;EN300-195207

Chemical Property of Cyclopentylidenemalononitrile

Chemical Property:

• Vapor Pressure: 0.00765mmHg at 25°C
• Boiling Point: 268.5°C at 760 mmHg
• Flash Point: 124.7°C
• PSA: 47.58000
• Density: 1.126g/cm³
• LogP: 1.90416
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

2-cyclopentylidenepropanedinitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C(C#N)C#N)C1

Technology Process of Cyclopentylidenemalononitrile

There total 4 articles about Cyclopentylidenemalononitrile 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: 99.0%

cyclopentanone (120-92-3) + malononitrile (109-77-3) → 2-cyclopentylidene malononitrile (5660-83-3)

Guidance literature:

With pyridine; molybdenum hexacarbonyl; at 140 ℃; for 5h; Inert atmosphere;

DOI:10.1007/s11172-013-0092-3

Reference yield:

Cyclopentanone oxime (1192-28-5) + malononitrile (109-77-3) → 2-cyclopentylidene malononitrile (5660-83-3)

Guidance literature:

With hexacarbonyl molybdenum; In acetonitrile; for 2h; Heating;

DOI:10.1080/00397919708003039

Reference yield:

dicyanomethylene-O,O-diethyl phosphorane (80982-69-0) + cyclopentanone (120-92-3) → 2-cyclopentylidene malononitrile (5660-83-3)

Guidance literature:

Yield given;

upstream raw materials:

cyclopentanone

malononitrile

dicyanomethylene-O,O-diethyl phosphorane

Cyclopentanone oxime

Downstream raw materials:

1,1,2,2-tetracyano-3,3-tetramethylenecyclopropane

6'-amino-3',5'-dicyano-1',4'-dihydro-spiro-2'-thione

5-Amino-7-(4-nitro-phenyl)-indan-4,6-dicarbonitrile

5-amino-7-phenylindane-4,6-dicarbonitrile