2-Cyclohexylidenecyclohexanone

Base Information

• Chemical Name: 2-Cyclohexylidenecyclohexanone
• CAS No.: 1011-12-7
• Deprecated CAS: 1195728-20-1,29351-38-0
• Molecular Formula: C12H18 O
• Molecular Weight: 178.274
• Hs Code.: 2914299000
• European Community (EC) Number: 213-779-9
• NSC Number: 61652
• UNII: G1VAK47QOV
• DSSTox Substance ID: DTXSID30862512
• Nikkaji Number: J121.204D
• Wikidata: Q27278621
• Mol file: 1011-12-7.mol

Synonyms:2-CYCLOHEXYLIDENECYCLOHEXANONE;1011-12-7;Dianon;Bicyclohexyliden-2-one;2-cyclohexylidenecyclohexan-1-one;Cyclohexanone, 2-cyclohexylidene-;Cyclohexanone, cyclohexylidene-;Cyclohexylidenecyclohexanone;[1,1'-Bi(cyclohexylidene)]-2-one;UNII-G1VAK47QOV;G1VAK47QOV;35255-48-2;EINECS 213-779-9;NSC 61652;NSC-61652;AI3-04026;cyclohexylidene cyclohexanone;SCHEMBL131908;2 - cyclohexylidenecyclohexanone;DTXSID30862512;NSC61652;MFCD19443386;AKOS028108380;A900962;Q27278621

Chemical Property of 2-Cyclohexylidenecyclohexanone

Chemical Property:

• Vapor Pressure: 0.00156mmHg at 25°C
• Melting Point: 57 °C
• Refractive Index: 1.4877 (estimate)
• Boiling Point: 295°C at 760 mmHg
• Flash Point: 122.4°C
• PSA: 17.07000
• Density: 1.034g/cm³
• LogP: 3.39020
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 178.135765193
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

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

2-Cyclohexylidene-cyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C2CCCCC2=O)CC1
• Uses: 2-Cyclohexylidene-cyclohexanone is a possible impurity of Picoxystrobin (P437600) which is methoxyacrylate strobilurin fungicide designed for the control of wide range of cereal diseases.

Technology Process of 2-Cyclohexylidenecyclohexanone

There total 42 articles about 2-Cyclohexylidenecyclohexanone 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: 100.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-cyclohexylidenecyclohexanone (1011-12-7)

Guidance literature:

With 2-(trimethylsilyl)prop-2-enylzinc chloride; bis(acetylacetonate)nickel(II); In diethyl ether; 1.) -15 deg C, 0.5 h, 2.) r.t., 18 h;

DOI:10.1039/p19960000191

Reference yield: 60.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + (dichloroalumino)(trichlorotitanio)methane (111317-20-5) → 2-cyclohexylidenecyclohexanone (1011-12-7)

Guidance literature:

In toluene; at 25 ℃; for 3h;

DOI:10.1021/jo00247a032

Reference yield: 42.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + cyclohexylamine (108-91-8,157973-60-9) → 2-cyclohexylidenecyclohexanone (1011-12-7) + cyclohexanone-2-propionitrile (4594-78-9)

Guidance literature:

With acetic acid; acrylonitrile; hydroquinone; for 16h; Heating;

upstream raw materials:

1-iodo-3,4-dimethoxybenzene

2-(1'-chlorocyclohexyl)cyclohexanone

1-acetoxy-6-bromo-cyclohexene

1'-hydroxy-bicyclohexyl-2-one

Downstream raw materials:

2-(piperidino-prop-1-ynyl)-bicyclohexyliden-2-ol

6'-ethyl-4'a-(4-ethyl-2-hydroxy-phenyl)-1',2',3',4',4'a,9'a-hexahydro-spiro[cyclohexane-1,9'-xanthene]

2-(1-cyclohexenyl)cyclohexanone

1,1'-Epoxybicyclohexyl-2-on

Refernces

• 1、 Sisak, Attila. "New method for the synthesis of 2-aza-1,3-butadienes". . p. 3693 - 3702. Retrieved 2006.
• 2、 Gonzalez-Nunez, Maria E.,Mello, Rossella,Olmos, Andrea,Asensio, Gregorio. "Baeyer-Villiger oxidation in supercritical CO2 with potassium peroxomonosulfate supported on acidic silica gel". . p. 6432 - 6436. Retrieved 2006.
• 3、 Maksimuk,Kabo,Kozyro,Simirsky,Krasulin,Sevruk. "Investigation of thermodynamic properties of trans-2-cyclohexylcyclohexanol". . p. 687 - 699. Retrieved 1997.
• 4、 Abbott, Andrew P.,Corr, Stuart,Durling, Nicola E.,Hope, Eric G.. "Equilibrium Reactions in Supercritical Difluoromethane". . p. 4922 - 4926. Retrieved 2004.
• 5、 Waddell, Daniel C.,Clark, Tammara D.,MacK, James. "Conducting moisture sensitive reactions under mechanochemical conditions". . p. 4510 - 4513. Retrieved 2012.
• 6、 Roundhill, D. Max,Dickson, Mark K.,Dixit, Nagaraj S.,Sudha-Dixit, B. P.. "Catalysis by Multimetallics. Catalyzed Homogeneous Oxidation of Alcohols and Ketones with Molecular Oxygen in the Presence of Hexarhodium Hexadecacarbonyl and Dirhenium Decacarbonyl". . p. 5538 - 5542. Retrieved 1980.
• 7、 Yatluk,Sosnovskikh,Suvorov. "Condensation of ketones in the presence of titanium alkoxides". . p. 763 - 765. Retrieved 2004.
• 8、 Kukharev. "Acid-catalyzed decomposition of cyclohexanespiro-2-oxazolidine". . p. 1482 - 1483. Retrieved 1997.
• 9、 Kelly,Matthews. "-". . p. 276. Retrieved 1969.
• 10、 Anwander, Reiner,Langmann, Jan,Maichle-M?ssmer, C?cilia,Scherer, Wolfgang,Trzmiel, Simon,Werner, Daniel. "Beyond Takai's Olefination Reagent: Persistent Dehalogenation Emerges in a Chromium(III)-μ3-Methylidyne Complex". supporting information. p. 20049 - 20054. Retrieved 2021/08/06.