3-Cyclohexylidenecyclohexene

Base Information

• Chemical Name: 3-Cyclohexylidenecyclohexene
• CAS No.: 65181-97-7
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• DSSTox Substance ID: DTXSID801309443
• Nikkaji Number: J2.011.449E
• Mol file: 65181-97-7.mol

Synonyms:3-cyclohexylidenecyclohexene;65181-97-7;3-cyclohexylidene-cyclohexene;DTXSID801309443

Chemical Property of 3-Cyclohexylidenecyclohexene

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 162.140850574
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C2CCCC=C2)CC1

Technology Process of 3-Cyclohexylidenecyclohexene

There total 9 articles about 3-Cyclohexylidenecyclohexene 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: 64.0%

cyclohexane-1,2-epoxide (286-20-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 3-(cyclohexylidene)cyclohexene (65181-97-7)

Guidance literature:

With tributylphosphine; In tert-butyl alcohol; Heating;

DOI:10.1021/jo0354286

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → [1,1']bicyclohexyl-1,1'-diene (1128-65-0) + 3-(cyclohexylidene)cyclohexene (65181-97-7) + cyclohexanol (108-93-0)

Guidance literature:

With trifluorormethanesulfonic acid; [Ru(η⁵-C5H5)(6,6'-diamino-2,2'-bipyridine)(CH3CN)](OTf); [Ru(η⁵-C5H5)(6,6'-diamino-2,2'-bipyridine)]2(OTf)2; hydrogen; at 175 ℃; for 10h; under 46544.6 Torr; Schlenk technique; Inert atmosphere; Autoclave;

DOI:10.1021/om400871v

Reference yield:

[1,1'-bi(cyclohexan)]-1-en-3-one (7122-91-0) → 3-(cyclohexylidene)cyclohexene (65181-97-7)

Guidance literature:

With lithium aluminium tetrahydride; diethyl ether; Erwaermen des Reaktionsprodukts mit wss. Schwefelsaeure auf 60grad;

upstream raw materials:

[1,1'-bi(cyclohexan)]-1-en-3-one

cyclohexane-1,2-epoxide

cyclohexanone

2-Methylcyclopentanone

Refernces

• 1、 Fan, Ren-Hua,Hou, Xue-Long,Dai, Li-Xin. "Formation of P-Ylide under Neutral and Metal-Free Conditions: Transformation of Aziridines and Epoxides to Conjugated Dienes in the Presence of Phosphine". . p. 689 - 694. Retrieved 2007/10/03.