4,4'-Diphenylbenzophenone

Base Information

• Chemical Name: 4,4'-Diphenylbenzophenone
• CAS No.: 3478-90-8
• Molecular Formula: C25H18O
• Molecular Weight: 334.417
• Hs Code.: 2914399090
• European Community (EC) Number: 635-220-1
• NSC Number: 21390
• DSSTox Substance ID: DTXSID30281360
• Nikkaji Number: J1.176.965I
• Wikidata: Q82015257
• Mol file: 3478-90-8.mol

Synonyms:4,4'-Diphenylbenzophenone;3478-90-8;bis(4-phenylphenyl)methanone;Di([1,1'-biphenyl]-4-yl)methanone;MFCD00016575;4-Biphenylyl ketone;NSC21390;di-4-biphenylyl ketone;dibiphenyl-4-ylmethanone;di-4 -biphenylyl ketone;4,4-Diphenylbenzophenone;4.4'-Diphenylbenzophenon;Di(4-biphenylyl)methanone;Dibiphenyl-4-yl-methanone;SCHEMBL232724;DTXSID30281360;QRQHCGWCUVLPSQ-UHFFFAOYSA-N;NSC-21390;AKOS024318974;AS-14552;SY101140;CS-0332699;FT-0617100;N11968

Chemical Property of 4,4'-Diphenylbenzophenone

Chemical Property:

• Appearance/Colour: white to cream solid
• Melting Point: 228-229 °C
• Boiling Point: 523.7 °C at 760 mmHg
• Flash Point: 229.7 °C
• PSA: 17.07000
• Density: 1.121 g/cm³
• LogP: 6.25160
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 334.135765193
• Heavy Atom Count: 26
• Complexity: 387

Purity/Quality:

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

4,4''-Diphenylbenzophenone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)C3=CC=C(C=C3)C4=CC=CC=C4

Technology Process of 4,4'-Diphenylbenzophenone

There total 25 articles about 4,4'-Diphenylbenzophenone 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: 95.0%

bis(4-bromophenyl)methanone (3988-03-2) + phenylboronic acid (98-80-6) → 4,4'-diphenylbenzophenone (3478-90-8)

Guidance literature:

With potassium phosphate; dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II); In toluene; at 80 ℃; for 0.0833333h; Air;

DOI:10.1002/chem.200903309

Reference yield: 63.0%

oxalyl dichloride (79-37-8) + biphenyl (92-52-4,1594-86-1) → 4,4'-diphenylbenzophenone (3478-90-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 15 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.dyepig.2015.03.009

Reference yield: 40.0%

tert-butylisonitrile (119072-55-8,7188-38-7) + 4-biphenylboronic acid (5122-94-1) → 4,4'-diphenylbenzophenone (3478-90-8)

Guidance literature:

With water; copper hydroxide; ammonium chloride; palladium dichloride; In toluene; at 100 ℃; for 16h; Schlenk technique;

DOI:10.1021/acs.orglett.7b01548

upstream raw materials:

phosgene

biphenyl

oxalyl dichloride

tetrakis-biphenyl-4-yl-ethane-1,2-diol

Downstream raw materials:

tetrakis-biphenyl-4-yl-ethane-1,2-diol

Bis(4-biphenylyl)-o-chlorphenylcarbinol

m-Biphenylylbis(p-biphenylyl)carbinol

bis(biphenyl-4-yl)methanol

Refernces

• 1、 Lu, Fangling,Chen, Ziyue,Li, Zhen,Wang, Xiaoyan,Peng, Xinyue,Li, Cong,Fang, Lingtong,Liu, Dong,Gao, Meng,Lei, Aiwen. "Palladium/Copper-Catalyzed Oxidative Coupling of Arylboronic Acids with Isocyanides: Selective Routes to Amides and Diaryl Ketones". supporting information. p. 3954 - 3957. Retrieved 2017/08/14.
• 2、 Bolliger, Jeanne L.,Frech, Christian M.. "Dichloro-bis(aminophosphine) complexes of palladium: Highly convenient, reliable and extremely active suzuki-miyaura catalysts with excellent functional group tolerance". supporting information; experimental part. p. 4075 - 4081. Retrieved 2010/08/05.