4,4-Diphenylcyclohexane-1,3-dione

Base Information

• Chemical Name: 4,4-Diphenylcyclohexane-1,3-dione
• CAS No.: 13128-74-0
• Molecular Formula: C18H16 O2
• Molecular Weight: 264.324
• Hs Code.: 2914399090
• DSSTox Substance ID: DTXSID10504524
• Wikidata: Q82359083
• Mol file: 13128-74-0.mol

Synonyms:4,4-Diphenylcyclohexane-1,3-dione;13128-74-0;4,4-DIPHENYL-CYCLOHEXANE-1,3-DIONE;SCHEMBL11126938;DTXSID10504524;2~5~,2~6~-Dihydro-2~2~H-[1~1~,2~1~:2~1~,3~1~-terphenyl]-2~2~,2~4~(2~3~H)-dione

Chemical Property of 4,4-Diphenylcyclohexane-1,3-dione

Chemical Property:

• PSA: 34.14000
• LogP: 3.29480
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 264.115029749
• Heavy Atom Count: 20
• Complexity: 355

Purity/Quality:

97% ^*data from raw suppliers

4,4-DIPHENYL-CYCLOHEXANE-1,3-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)CC1=O)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 4,4-Diphenylcyclohexane-1,3-dione

There total 3 articles about 4,4-Diphenylcyclohexane-1,3-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: 98.0%

1,1-diphenylacetone (781-35-1) + ethyl acrylate (140-88-5,9003-32-1) → 4,4-diphenylcyclohexane-1,3-dione (13128-74-0)

Guidance literature:

With potassium tert-butylate; In various solvent(s); at 20 ℃;

DOI:10.1016/0040-4039(96)01760-1

Reference yield:

benzophenone (119-61-9) → 4,4-diphenylcyclohexane-1,3-dione (13128-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; titanium tetrachloride / tetrahydrofuran / 8 h / 20 - 50 °C / Inert atmosphere

2: potassium tert-butylate / diethyl ether / 9 h / 20 °C / Inert atmosphere

With potassium tert-butylate; titanium tetrachloride; zinc; In tetrahydrofuran; diethyl ether;

DOI:10.1002/anie.201607752

Reference yield:

→ 4,4-diphenylcyclohexane-1,3-dione (13128-74-0)

Guidance literature:

4,4-Diphenyl-5-ketohexansaeure-nitril, k. ethanol. KOH (neben anderen Verbb.);

DOI:10.1021/jo01282a029

upstream raw materials:

1,1-diphenylacetone

ethyl acrylate

benzophenone

Downstream raw materials:

3-methoxy-6,6-diphenylcyclohex-2-ene-1-one

3-methoxy-4,4-diphenylcyclohex-2-en-1-one

4,4-diphenyl-2-cyclohexen-1-one

(3aR,7R,7aR)-7-Fluoro-4,4-diphenyl-octahydro-isoindole