[1,1'-Bicyclohexyl]-3,3'-dione

Base Information

• Chemical Name: [1,1'-Bicyclohexyl]-3,3'-dione
• CAS No.: 23304-58-7
• Molecular Formula: C12H18O2
• Molecular Weight: 194.274
• DSSTox Substance ID: DTXSID60451256
• Nikkaji Number: J392.048H
• Mol file: 23304-58-7.mol

Synonyms:3-(3-oxocyclohexyl)cyclohexan-1-one;[1,1'-Bicyclohexyl]-3,3'-dione;23304-58-7;SCHEMBL14441603;DTXSID60451256;1,1'-Bicyclohexane-3,3'-dione

Chemical Property of [1,1'-Bicyclohexyl]-3,3'-dione

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 194.130679813
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(CC(=O)C1)C2CCCC(=O)C2

Technology Process of [1,1'-Bicyclohexyl]-3,3'-dione

There total 29 articles about [1,1'-Bicyclohexyl]-3,3'-dione 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: 92.0%

cyclohexenone (930-68-7) → n-hexan-3-one (589-38-8) + (1,1′-bicyclohexyl)-3,3′-dione (23304-58-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; trimethylsilyl bromide; ytterbium; In tetrahydrofuran; for 17h; Ambient temperature;

DOI:10.1016/S0040-4039(00)73126-1

Reference yield: 72.0%

n-butyl magnesium bromide (693-03-8) + cyclohexenone (930-68-7) → rac-3-butylcyclohexanone (39178-69-3) + (1,1′-bicyclohexyl)-3,3′-dione (23304-58-7) + 3-oct-1-ynyl-cyclohexanone

Guidance literature:

n-butyl magnesium bromide; n-C₆H₁₃CCMgX; With manganese(ll) chloride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

cyclohexenone; In tetrahydrofuran; at -78 ℃; for 0.333333h;

DOI:10.1246/bcsj.70.2297

Reference yield: 64.0%

cyclohexenone (930-68-7) + isopropylmagnesium bromide (920-39-8) → 3-isopropylcyclohexanone (23396-36-3) + (1,1′-bicyclohexyl)-3,3′-dione (23304-58-7)

Guidance literature:

manganese(II) bromide; In diethyl ether; at -30 ℃; Product distribution;

DOI:10.1016/S0040-4039(00)84042-3

upstream raw materials:

n-butyl magnesium bromide

cyclohexenone

n-butyllithium

methyllithium