(4'-Methyl biphenyl-4-yl)(phenyl)methanone

Base Information

• Chemical Name: (4'-Methyl biphenyl-4-yl)(phenyl)methanone
• CAS No.: 63283-56-7
• Molecular Formula: C20H16O
• Molecular Weight: 272.346
• DSSTox Substance ID: DTXSID20458827
• Nikkaji Number: J1.904.893D
• Wikidata: Q82282366
• Mol file: 63283-56-7.mol

Synonyms:63283-56-7;(4'-methyl biphenyl-4-yl)(phenyl)methanone;[4-(4-methylphenyl)phenyl]-phenylmethanone;(4'-Methylbiphenyl-4-yl)(phenyl)methanone;{4'-METHYL-[1,1'-BIPHENYL]-4-YL}(PHENYL)METHANONE;4-p-Tolylbenzophenone;4-benzoyl-4'methylbiphenyl;4-benzoyl-4'-methylbiphenyl;SCHEMBL5693607;DTXSID20458827;LSSXOYNJTQYKPO-UHFFFAOYSA-N;(4'-Methyl[1,1'-biphenyl]-4-yl)(phenyl)methanone

Chemical Property of (4'-Methyl biphenyl-4-yl)(phenyl)methanone

Chemical Property:

• Melting Point: 129-130℃
• Boiling Point: 429.6±24.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.093±0.06 g/cm3(Predicted)
• LogP: 4.89300
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 272.120115130
• Heavy Atom Count: 21
• Complexity: 326

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)C3=CC=CC=C3

Technology Process of (4'-Methyl biphenyl-4-yl)(phenyl)methanone

There total 19 articles about (4'-Methyl biphenyl-4-yl)(phenyl)methanone 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: 99.0%

p-tolylzinc(II) chloride (90252-89-4) + 4-chlorobenzophenone (134-85-0) → 4-benzoyl-4'-methylbiphenyl (63283-56-7)

Guidance literature:

With C₂₆H₂₄ClN₂NiP*0.1C₇H₈; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4ob01041h

Reference yield: 99.0%

p-PhC(O)C6H4NMe3(+)*I(-) (31688-74-1) + p-tolylzinc(II) chloride (90252-89-4) → 4-benzoyl-4'-methylbiphenyl (63283-56-7)

Guidance literature:

With C₃₈H₃₄Br₂N₄Ni₂P₂; potassium iodide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 65 ℃; for 12h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1021/om500452c

Reference yield: 97.0%

4-methylphenylboronic acid (5720-05-8) + 4-chlorobenzophenone (134-85-0) → 4-benzoyl-4'-methylbiphenyl (63283-56-7)

Guidance literature:

With potassium phosphate monohydrate; 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; palladium diacetate; In 1,4-dioxane; 1,3,5-trimethyl-benzene; at 135 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201200355

upstream raw materials:

4-Methylbiphenyl

benzoyl chloride

(4-bromophenyl)(phenyl)methanone

4-methylphenylboronic acid

Downstream raw materials:

diphenyl-4-tolylcarbinol

C₂₆H₁₉N

C₂₆H₁₉N

6-(4'-methyl-[1,1'-biphenyl]-4-yl)phenanthridine

Refernces

• 1、 Burton, Paul M.,Cooper, Alasdair K.,Nelson, David J.. "Nickel versus Palladium in Cross-Coupling Catalysis: On the Role of Substrate Coordination to Zerovalent Metal Complexes". . p. 565 - 573. Retrieved 2020/02/13.
• 2、 Serpier, Fabien,Pan, Fei,Ham, Won Seok,Jacq, Jér?me,Genicot, Christophe,Ritter, Tobias. "Selective Methylation of Arenes: A Radical C?H Functionalization/Cross-Coupling Sequence". supporting information. p. 10697 - 10701. Retrieved 2018/07/31.