1,4-Bis(4-fluorobenzoyl)benzene

Base Information

• Chemical Name: 1,4-Bis(4-fluorobenzoyl)benzene
• CAS No.: 68418-51-9
• Molecular Formula: C20H12F2O2
• Molecular Weight: 322.311
• DSSTox Substance ID: DTXSID10600717
• Nikkaji Number: J627.145F
• Mol file: 68418-51-9.mol

Synonyms:68418-51-9;1,4-BIS(4-FLUOROBENZOYL)BENZENE;[4-(4-fluorobenzoyl)phenyl]-(4-fluorophenyl)methanone;1,4'-bis(4-fluorobenzoyl)benzene;EC 619-535-1;Methanone,1,1'-(1,4-phenylene)bis[1-(4-fluorophenyl)-;Methanone, 1,4-phenylenebis[(4-fluorophenyl)-;SCHEMBL1736339;1,4-Di(4-Fluorobenzoyl)benzene;DTXSID10600717;LLJNTLUXOZPFQB-UHFFFAOYSA-N;1,4-bis(4-fluorobenzoyl)-benzene;1,4-bis-(4-fluorobenzoyl)-benzene;AE-641/04210011;[4-(4-fluorobenzoyl)phenyl](4-fluorophenyl)methanone;(1,4-difluorocyclohexa-2,4-dien-1-yl)(phenyl)methanone

Chemical Property of 1,4-Bis(4-fluorobenzoyl)benzene

Chemical Property:

• Melting Point: 208-210 °C
• Boiling Point: 468.497 °C at 760 mmHg
• Flash Point: 176.279 °C
• PSA: 34.14000
• Density: 1.268 g/cm³
• LogP: 4.42680
• Water Solubility.: 900ng/L at 20℃
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 322.08053595
• Heavy Atom Count: 24
• Complexity: 399

Purity/Quality:

99% ^*data from raw suppliers

1,4-Bis(4-fluorobenzoyl)benzene 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C2=CC=C(C=C2)F)C(=O)C3=CC=C(C=C3)F

Technology Process of 1,4-Bis(4-fluorobenzoyl)benzene

There total 4 articles about 1,4-Bis(4-fluorobenzoyl)benzene 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: 96.0%

fluorobenzene (462-06-6) + terephthaloyl chloride (100-20-9) → 1,4-bis-(4-fluorobenzoyl)-benzene (68418-51-9)

Guidance literature:

With aluminium trichloride; at 23 ℃; for 4h;

DOI:10.1021/ol052587y

Reference yield: 85.8%

→ 1,4-bis-(4-fluorobenzoyl)-benzene (68418-51-9)

Guidance literature:

Reference yield: 77.0%

tris(4-fluorophenyl)bismuthane (437-29-6) + terephthaloyl chloride (100-20-9) → 1,4-bis-(4-fluorobenzoyl)-benzene (68418-51-9)

Guidance literature:

With tributyl-amine; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 5h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201201432

upstream raw materials:

fluorobenzene

terephthaloyl chloride

tris(4-fluorophenyl)bismuthane

carbon monoxide

Downstream raw materials:

1,4-di-(2-p-fluorophenyl-6-phenyl-5-ethoxycarbonyl-[2H]-naphtho[2,1-b]pyran-2-yl)-benzene

1,4-di-(8-bromo-3-p-fluorophenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene

1,4-di-(3-p-fluorophenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene

Refernces

• 1、 You, Shengyong,Xiao, Ruian,Liu, Haiyi,Cai, Mingzhong. "A phosphine-free, heterogeneous palladium-catalyzed atom-efficient carbonylative cross-coupling of triorganoindiums with aryl halides leading to unsymmetrical ketones". . p. 13862 - 13870. Retrieved 2017/11/27.
• 2、 Rao, Maddali L.N.,Venkatesh, Varadhachari,Banerjee, Debasis. "Atom-efficient cross-coupling reactions of triarylbismuths with acyl chlorides under Pd(0) catalysis". . p. 12917 - 12926. Retrieved 2008/03/28.