3-(2-Oxocyclohexyl)propanenitrile

Base Information

• Chemical Name: 3-(2-Oxocyclohexyl)propanenitrile
• CAS No.: 4594-78-9
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• Hs Code.: 29269090
• European Community (EC) Number: 224-991-6
• NSC Number: 119497,60268
• DSSTox Substance ID: DTXSID301306751
• Nikkaji Number: J23.552K
• Mol file: 4594-78-9.mol

Synonyms:4594-78-9;3-(2-Oxocyclohexyl)propanenitrile;2-(2-Cyanoethyl)cyclohexanone;2-(2-Cyanethyl)cyclohexanone;Cyclohexanepropanenitrile, 2-oxo-;2-(beta-Cyanoethyl)cyclohexanone;2-Oxocyclohexanepropiononitrile;2-Oxo-1-cyclohexanepropionitrile;Cyclohexanepropionitrile, 2-oxo-;2-Oxocyclohexanepropionitrile;2-(.beta.-Cyanoethyl)cyclohexanone;EINECS 224-991-6;AI3-33245;2-(b-CYANOETHYL)CYCLOHEXANONE;3-(2-Oxocyclohexyl)propionitrile;2-Oxocyclohexanepropanenitrile;SCHEMBL1073122;2-(2-cyanoethyl)-cyclohexanone;2-(2-oxocyclohexyl)ethyl cyanide;2-oxo-1-cyclohexane propionitrile;3-(2-cyclohexanonyl)propionitrile;DTXSID301306751;AMY24688;NSC60268;3-(2-oxo-cyclohexyl)-propionitrile;3-(2-Oxocyclohexyl)propanenitrile #;MFCD00013797;NSC 60268;NSC-60268;NSC119497;AKOS004911198;NSC 119497;NSC-119497;AS-61592;2-(2-Cyanethyl)cyclohexanone, >=97.0%;A7198;CS-0102369;FT-0635366;EN300-94681;W-200027;3-(2-oxocyclohexyl)propanenitrile

Chemical Property of 3-(2-Oxocyclohexyl)propanenitrile

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 0.00485mmHg at 25°C
• Melting Point: 61-62 °C
• Refractive Index: n20/D 1.474
• Boiling Point: 276.3 °C at 760 mmHg
• Flash Point: 135.6 °C
• PSA: 40.86000
• Density: 1.005 g/cm³
• LogP: 2.04948
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Cyanethyl)cyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)C(C1)CCC#N
• Uses: 2-(2-Cyanethyl)cyclohexanone may be used in the synthesis of 4-keto-nona-1,9-dioic acid by reacting with hydrogen peroxide.

Technology Process of 3-(2-Oxocyclohexyl)propanenitrile

There total 23 articles about 3-(2-Oxocyclohexyl)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: 95.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + acrylonitrile (107-13-1,25014-41-9) → cyclohexanone-2-propionitrile (4594-78-9)

Guidance literature:

With cyclohexylamine; acetic acid; 4-methoxy-phenol; at 130 ℃; for 2h;

DOI:10.1055/s-1997-4462

Reference yield: 90.0%

3-(1,5-Dithia-spiro[5.5]undec-7-yl)-propionitrile (122888-05-5) → cyclohexanone-2-propionitrile (4594-78-9)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95181-5

Reference yield: 88.0%

1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1) + acrylonitrile (107-13-1,25014-41-9) → cyclohexanone-2-propionitrile (4594-78-9)

Guidance literature:

1-(1-Cyclohexen-1-yl)pyrrolidine; 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-(cyclohex-1-en-1-yl)piperidine

acrylonitrile

1-(1-Cyclohexen-1-yl)pyrrolidine

cyclohexanone

Downstream raw materials:

3,4,5,6,7,8-hexahydro-2-quinolinone

3,4,5,6,7,8-hexahydro-chromen-2-one

3,3'-(2-oxo-cyclohexane-1r,3c-diyl)-di-propionitrile

2-hydroxy-2-methylcyclohexanepropanenitrile

Refernces

• 1、 -. "Method for synthesizing chiral nitrogen-phosphorus ligand L-8 containing pyridocycloheptane". Paragraph 0036-0040. . Retrieved 2021/03/23.
• 2、 Yin, Xiang,Mato, Mauro,Echavarren, Antonio M.. "Gold(I)-Catalyzed Synthesis of Indenes and Cyclopentadienes: Access to (±)-Laurokamurene B and the Skeletons of the Cycloaurenones and Dysiherbols". supporting information. p. 14591 - 14595. Retrieved 2017/10/18.