Cyclopentanecarbonitrile

Base Information

• Chemical Name: Cyclopentanecarbonitrile
• CAS No.: 4254-02-8
• Molecular Formula: C6H9N
• Molecular Weight: 95.1442
• Hs Code.: 29269090
• European Community (EC) Number: 224-229-2
• DSSTox Substance ID: DTXSID70195331
• Nikkaji Number: J205.667D
• Wikidata: Q72460343
• Mol file: 4254-02-8.mol

Synonyms:Cyclopentanecarbonitrile;4254-02-8;Cyanocyclopentane;Cyclopentyl cyanide;cyclopentane carbonitrile;cyclopentankohlenitrile;Cyclopentanecarbonitrile, 98%;DTXSID70195331;EINECS 224-229-2;MFCD00013741;AKOS000157568;C3167;FT-0665276;EN300-49542;F8889-9307;Z285131394

Chemical Property of Cyclopentanecarbonitrile

Chemical Property:

• Appearance/Colour: Clear colorless to faintly yellow liquid
• Vapor Pressure: 0.747mmHg at 25°C
• Melting Point: -76 °C(lit.)
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 184.058 °C at 760 mmHg
• Flash Point: 55.556 °C
• PSA: 23.79000
• Density: 0.921 g/cm³
• LogP: 1.70018
• Solubility.: Miscible with toluene.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 95.073499291
• Heavy Atom Count: 7
• Complexity: 92

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cyanocyclopentane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)C#N
• Uses: Cyano substituted cyclopentane which can be converted into cyanohydrin glucosides by Passiflora morifolia and Turnera angustifolia. Cyclopentanecarbonitrile is used as a substrate and reagent to investigate the specific activity of nitrile and amide hydrolyzing enzymes isolated from candida guilliermondii cells. It is also used to prepare cyclopentanecarboxamide by using tetrabutylammonium hydrogen sulfate as a catalyst in the presence of reagents such as aqueous hydrogen peroxide and sodium hydroxide.

Technology Process of Cyclopentanecarbonitrile

There total 39 articles about Cyclopentanecarbonitrile 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: 95.0%

cyclopentanealdehyde (872-53-7) → cyclopentanecarbonitrile (4254-02-8)

Guidance literature:

With hydroxylamine hydrochloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1055/s-0029-1218388

Reference yield: 94.0%

N'-cyclopentylmethylene-N,N-dimethyl-hydrazine → cyclopentanecarbonitrile (4254-02-8)

Guidance literature:

With HOF* CH₃CN; at 0 ℃;

DOI:10.1016/j.tetlet.2006.10.014

Reference yield: 86.0%

1-amino-cyclopentanemethanol (3637-61-4) → cyclopentanecarbonitrile (4254-02-8)

Guidance literature:

With ammonia; at 210 ℃; Inert atmosphere;

DOI:10.1039/c8cy01799a

upstream raw materials:

Cyclopentyl bromide

sodium cyanide

cyclopentyl iodide

potassium cyanide

Downstream raw materials:

cyclopentanecarboximidic acid methyl ester hydrochloride

cyclopentanecarboxylic acid

2-Cyclopentyl-4,4,6-trimethyl-5,6-dihydro-1,3-oxazin

cyclopentylamide

Refernces

• 1、 Wang, Yunzhu,Furukawa, Shinya,Zhang, Zhang,Torrente-Murciano, Laura,Khan, Saif A.,Yan, Ning. "Oxidant free conversion of alcohols to nitriles over Ni-based catalysts". . p. 86 - 96. Retrieved 2019/01/10.
• 2、 -. "Process for the Catalytic Reversible Alkene-Nitrile Interconversion". Page/Page column 15. . Retrieved 2017/09/02.