4,4-Diphenyl-2-cyclohexen-1-one

Base Information

• Chemical Name: 4,4-Diphenyl-2-cyclohexen-1-one
• CAS No.: 4528-64-7
• Molecular Formula: C18H16O
• Molecular Weight: 248.324
• Hs Code.: 2914399090
• NSC Number: 82171
• DSSTox Substance ID: DTXSID30196460
• Nikkaji Number: J488.627E
• Wikidata: Q83069503
• ChEMBL ID: CHEMBL1869844
• Mol file: 4528-64-7.mol

Synonyms:4,4-Diphenyl-2-cyclohexen-1-one;4528-64-7;4,4-diphenylcyclohex-2-en-1-one;2'H-[1,1':1',1''-Terphenyl]-4'(3'H)-one;2-Cyclohexen-1-one, 4,4-diphenyl-;MLS002694471;2',3'-dihydro-4'H-[1,1':1',1''-terphenyl]-4'-one;4,4-diphenylcyclohex-2-enone;NSC82171;4,4-diphenyl-cyclohex-2-en-1-one;4,4-diphenylcyclohexenone;NCIOpen2_004348;SCHEMBL744007;4,4-diphenyl-2-cyclohexenone;CHEMBL1869844;DTXSID30196460;2-Cyclohexen-1-one,4-diphenyl-;HMS3094M15;MFCD00075159;NSC 82171;NSC-82171;AKOS005067393;AS-64085;SMR001560400;4,4-Diphenyl-2-cyclohexen-1-one, 99%;CS-0327252;D4982;FT-0709536;T70934;Q-200413

Chemical Property of 4,4-Diphenyl-2-cyclohexen-1-one

Chemical Property:

• Appearance/Colour: WHITE SOLID, POWDER, CRYSTALS AND/OR CHUNKS
• Vapor Pressure: 0.000711mmHg at 25°C
• Melting Point: 90-92 °C (lit.)
• Refractive Index: 1.598
• Boiling Point: 307.8 °C at 760 mmHg
• Flash Point: 140.8 °C
• PSA: 17.07000
• Density: 1.113 g/cm³
• LogP: 3.89180
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 248.120115130
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

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

4,4-Diphenyl-2-cyclohexen-1-one >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4-Diphenyl-2-cyclohexen-1-one

There total 14 articles about 4,4-Diphenyl-2-cyclohexen-1-one 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: 88.0%

4,4-diphenylcyclohexan-1-one (4528-68-1) → 4,4-diphenyl-2-cyclohexen-1-one (4528-64-7)

Guidance literature:

With C₁₂H₁₂F₆O₄Pt; chlorobenzene; p-benzoquinone; barium(II) oxide; at 80 ℃; for 12h; Inert atmosphere; Glovebox;

DOI:10.1002/anie.202013628

Reference yield: 70.0%

Diphenylacetaldehyde (947-91-1) + methyl vinyl ketone (78-94-4,25038-87-3) → 4,4-diphenyl-2-cyclohexen-1-one (4528-64-7)

Guidance literature:

With potassium hydroxide; In ethanol; at 0 ℃; for 3.16667h;

Reference yield: 61.0%

3-methoxy-6,6-diphenylcyclohex-2-ene-1-one (75010-96-7) → 4,4-diphenyl-2-cyclohexen-1-one (4528-64-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 0.5h; Heating;

DOI:10.1021/jo01312a014

upstream raw materials:

4,4-diphenylcyclohex-1-ene

Diphenylacetaldehyde

methyl vinyl ketone

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

Downstream raw materials:

(+/-)-6-acetoxy-4,4-diphenylcyclohex-2-en-1-one

4,4-diphenylcyclohex-2-en-1-ol

tetraphenyl-dicyclohexenyl condensate

6-hydroxy-4,4-diphenylcyclohex-2-en-1-one

Refernces

• 1、 Chen, Ming,Dong, Guangbin. "Platinum-Catalyzed α,β-Desaturation of Cyclic Ketones through Direct Metal–Enolate Formation". supporting information. p. 7956 - 7961. Retrieved 2021/03/01.
• 2、 Roy, Saikat,Banerjee, Rahul,Nangia, Ashwini,Kruger, Gert J.. "Conformational, concomitant polymorphs of 4,4-diphenyl-2,5- cyclohexadienone: Conformation and lattice energy compensation in the kinetic and thermodynamic forms". . p. 3777 - 3788. Retrieved 2008/02/07.