Cyclopentylideneacetonitrile

Base Information

• Chemical Name: Cyclopentylideneacetonitrile
• CAS No.: 5732-88-7
• Molecular Formula: C7H9 N
• Molecular Weight: 107.155
• European Community (EC) Number: 227-242-1
• UNII: 4A7LQ6VP7T
• DSSTox Substance ID: DTXSID30205940
• Nikkaji Number: J218.027H
• Mol file: 5732-88-7.mol

Synonyms:2-cyclopentylideneacetonitrile;Cyclopentylideneacetonitrile;5732-88-7;2-[(1E)-cyclopentylidene]acetonitrile;2-[(1Z)-cyclopentylidene]acetonitrile;4A7LQ6VP7T;EINECS 227-242-1;Acetonitrile, cyclopentylidene-;UNII-4A7LQ6VP7T;2-Cyclopenylideneacetonitrile;SCHEMBL1352840;DTXSID30205940;(CYANOMETHYLENE)CYCLOPENTANE;MFCD09866324;AKOS010969283;SB12939;ACETONITRILE, 2-CYCLOPENTYLIDENE-;AS-30307;EN300-81657;A1-01109

Chemical Property of Cyclopentylideneacetonitrile

Chemical Property:

• Vapor Pressure: 0.287mmHg at 25°C
• Boiling Point: 202.8°Cat760mmHg
• Flash Point: 76.1°C
• PSA: 23.79000
• Density: 1.078g/cm³
• LogP: 2.01038
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 107.073499291
• Heavy Atom Count: 8
• Complexity: 139

Purity/Quality:

98%Min ^*data from raw suppliers

2-Cyclopenylideneacetonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC#N)C1

Technology Process of Cyclopentylideneacetonitrile

There total 12 articles about Cyclopentylideneacetonitrile 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%

diethyl 1-cyanomethylphosphonate (2537-48-6) + cyclopentanone (120-92-3) → cyclopentylideneacetonitrile (5732-88-7)

Guidance literature:

With sodium hydride; In diethyl ether; at 20 ℃; Cooling with ice;

Reference yield: 80.0%

chloro-trimethyl-silane (75-77-4) + bis-trimethylsilanyl-acetonitrile (18881-60-2) + cyclopentanone (120-92-3) → cyclopentylideneacetonitrile (5732-88-7)

Guidance literature:

With molecular sieve; tris(dimethylamino)sulfonium trimethylsilyldifluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo00295a047

Reference yield: 33.0%

chloroacetonitrile (107-14-2) + cyclopentanone (120-92-3) → cyclopentylideneacetonitrile (5732-88-7)

Guidance literature:

With tributylstibine; at 110 ℃; for 10h;

upstream raw materials:

cyclopent-1-enyl-acetonitrile

sodium ethanolate

cyclopentyliden-acetic acid amide

Cyclopentyl-(2-nitro-phenylselanyl)-acetonitrile

Downstream raw materials:

cyclopent-1-enyl-acetonitrile

cyclopentanone

(1-Aminocyclopentyl)acetonitrile

Refernces

• 1、 Bhawal, Benjamin N.,Ehinger, Christian,Morandi, Bill,Reisenbauer, Julia C.. "Overcoming Selectivity Issues in Reversible Catalysis: A Transfer Hydrocyanation Exhibiting High Kinetic Control". supporting information. p. 10914 - 10920. Retrieved 2020/07/13.
• 2、 -. "PROTEIN KINASE INHIBITORS". Page/Page column 38; 39. . Retrieved 2015/06/08.