Cyclobutanecarbonitrile

Base Information

• Chemical Name: Cyclobutanecarbonitrile
• CAS No.: 4426-11-3
• Molecular Formula: C5H7 N
• Molecular Weight: 81.1173
• Hs Code.: 2926909090
• European Community (EC) Number: 224-606-1
• DSSTox Substance ID: DTXSID30196086
• Nikkaji Number: J205.803K
• Wikidata: Q72458012
• Mol file: 4426-11-3.mol

Synonyms:Cyclobutanecarbonitrile;4426-11-3;Cyanocyclobutane;Cyclobutyl cyanide;MFCD00013735;cyclobutancarbonitrile;cyclobutane carbonitrile;DTXSID30196086;cyclobutanecarbonitrile, AldrichCPR;BCP21734;EINECS 224-606-1;BBL100808;STL554602;AKOS009158004;SB11491;AM20070614;CS-0007644;FT-0624131;EN300-40035;A826521;F8888-4545;Z406694072

Chemical Property of Cyclobutanecarbonitrile

Chemical Property:

• Appearance/Colour: Colorless liquid
• Refractive Index: 1.4325
• Boiling Point: 156.1 °C at 760 mmHg
• Flash Point: 44.3 °C
• PSA: 23.79000
• Density: 0.93 g/cm³
• LogP: 1.31008
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 81.057849228
• Heavy Atom Count: 6
• Complexity: 83.4

Purity/Quality:

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

Cyclobutanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: T
• Statements: 11-20/21/22-36-25
• Safety Statements: 3/7-9-16-36/37/39-45-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)C#N
• Uses: It is used for research or analysis use only, as pharmaceutical intermediate.

Technology Process of Cyclobutanecarbonitrile

There total 20 articles about Cyclobutanecarbonitrile 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: 90.0%

δ-chlorovaleronitrile (6280-87-1) → cyclobutanecarbonitrile (4426-11-3) + 1-chloro-4,8-dicyanooctane

Guidance literature:

With sodium hydroxide; tetrabutyl-ammonium chloride; In tetrahydrofuran; at 67 ℃; for 6h; Rate constant;

DOI:10.1016/S0040-4039(98)00367-0

Reference yield: 72.0%

5-bromopentan-1-nitrile (5414-21-1) → cyclobutanecarbonitrile (4426-11-3)

Guidance literature:

With oxygen; tetraethylammonium perchlorate; In N,N-dimethyl-formamide; at 20 ℃; electroreduction at -1.1 V;

Reference yield: 71.0%

Dimethyl-dithiocarbamic acid 1-cyano-cyclobutyl ester (61540-42-9) → cyclobutanecarbonitrile (4426-11-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 5h;

DOI:10.1246/bcsj.61.2203

upstream raw materials:

δ-chlorovaleronitrile

cyclobutyl amide

1-cyanocyclobutane-1-carboxylic acid

5-bromopentan-1-nitrile

Downstream raw materials:

Cyclobutanecarboxylic acid

cyclobutylmethylamine

1-(2-iodobenzyl)cyclobutanecarbonitrile

(R)-(+)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N-methylamine

Refernces

• 1、 Hine,J. et al.. "-". . p. 1577 - 1581. Retrieved 1973.
• 2、 Golub, Tatiana,Dou, Gui-Yuan,Zeng, Cheng-Chu,Becker, James Y.. "One-Pot Anodic Conversion of Symmetrical Bisamides of Ethylene Diamine to Unsymmetrical gem-Bisamides of Methylene Diamine". supporting information. p. 7961 - 7964. Retrieved 2019/10/11.
• 3、 Cohen, Shlomo,Rothenberg, Gadi,Sasson, Yoel. "A new simple method for the synthesis of cyclobutyl cyanide". . p. 3093 - 3094. Retrieved 2007/10/03.