4-Oxocyclohexanecarbonitrile

Base Information

• Chemical Name: 4-Oxocyclohexanecarbonitrile
• CAS No.: 34916-10-4
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 2926909090
• European Community (EC) Number: 838-680-3
• DSSTox Substance ID: DTXSID30481722
• Nikkaji Number: J3.662.839A
• Wikidata: Q72458019
• Mol file: 34916-10-4.mol

Synonyms:4-oxocyclohexanecarbonitrile;34916-10-4;4-Oxo-cyclohexanecarbonitrile;4-oxocyclohexane-1-carbonitrile;Cyclohexanecarbonitrile, 4-oxo-;4-cyanocyclohexanone;MFCD11847831;4-cyano-cyclohexanone;SCHEMBL628776;4-oxo-1-cyclohexanecarbonitrile;DTXSID30481722;QIWQJGMBIABGRX-UHFFFAOYSA-N;AMY20357;BCP17260;CS-D0281;4-Oxocyclohexanecarbonitrile, 99%;AKOS005145509;SB14026;4-oxidanylidenecyclohexane-1-carbonitrile;DS-14152;SY008433;FT-0763579;EN300-130790;A822468;J-515914

Chemical Property of 4-Oxocyclohexanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.465
• Boiling Point: 270.778 °C at 760 mmHg
• Flash Point: 117.562 °C
• PSA: 40.86000
• Density: 1.05 g/cm³
• LogP: 1.26928
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 155

Purity/Quality:

99%, ^*data from raw suppliers

4-Cyanocyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCC1C#N
• Uses: 4-Cyanocyclohexanone is used to prepare nicotinamides as PDE4 D isoenzymes inhibitors. It is also used as an anthranilic acid replacement in niacin receptor agonist.

Technology Process of 4-Oxocyclohexanecarbonitrile

There total 10 articles about 4-Oxocyclohexanecarbonitrile 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%

1,4-dioxaspiro<4.5>decane-8-carbonitrile (69947-09-7) → 4-cyanocyclohexanone (34916-10-4)

Guidance literature:

With hydrogenchloride; boric acid; In tetrahydrofuran; water; at 60 ℃; for 2h; Temperature;

Reference yield: 45.0%

sodium cyanide (143-33-9,25596-52-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-hydroxy-1-cyclohexanecarbonitrile (931-97-5) + 4-cyanocyclohexanone (34916-10-4)

Guidance literature:

With sodium hydrogen sulfate; sodium persulfate; In water; at 80 ℃; for 5h;

DOI:10.1007/BF01474208

Reference yield: 30.0%

sodium cyanide (143-33-9,25596-52-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 4-cyanocyclohexanone (34916-10-4)

Guidance literature:

With sodium hydrogen sulfate; sodium persulfate; In water; at 80 ℃; for 4.5h;

DOI:10.1016/S0040-4039(00)84953-9

upstream raw materials:

1-cyano-4-pyrrolidin-1-yl-cyclohex-3-enecarboxylic acid ethyl ester

sodium cyanide

cyclohexanone

1,4-dioxaspiro<4.5>decane-8-carbonitrile

Downstream raw materials:

4-oxocyclohexanecarboxylic acid

4-hydroxycyclohexane-1-carbonitrile

trans-4-[2-(p-pentylphenyl)ethyl]cyclohexanecarbonitrile

α-(3-aminocyclohexyl)methylamine

Refernces

• 1、 -. "Preparation method for 4-cyanocyclohexanone". Paragraph 0018-0022. . Retrieved 2018/08/28.
• 2、 -. "Corresponding amine nitrile and method of manufacturing thereof". Paragraph 0143-0145; 0149; 0160; 0182; 0193; 0215; 0226. . Retrieved 2017/10/22.