(3-Fluorophenyl)(4-fluorophenyl)methanone

Base Information

• Chemical Name: (3-Fluorophenyl)(4-fluorophenyl)methanone
• CAS No.: 345-71-1
• Molecular Formula: C13H8 F2 O
• Molecular Weight: 218.203
• Hs Code.: 2914700090
• European Community (EC) Number: 847-974-0
• DSSTox Substance ID: DTXSID20334430
• Wikidata: Q82100228
• Mol file: 345-71-1.mol

Synonyms:(3-Fluorophenyl)(4-fluorophenyl)methanone;345-71-1;3,4'-Difluorobenzophenone;(3-fluorophenyl)-(4-fluorophenyl)methanone;MFCD00070811;Methanone, (3-fluorophenyl)(4-fluorophenyl)-;3,4''-DIFLUOROBENZOPHENONE;SCHEMBL3038873;DTXSID20334430;AKOS003261126;PS-11163;(3-Fluorophenyl)(4-fluorophenyl)methanone #;CS-0206277;(3-Fluoro-phenyl)-(4-fluoro-phenyl)-methanone;F75626;EN300-7382439;A822283

Chemical Property of (3-Fluorophenyl)(4-fluorophenyl)methanone

Chemical Property:

• PSA: 17.07000
• LogP: 3.19580
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 218.05432120
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

98%min ^*data from raw suppliers

(3-Fluorophenyl)(4-fluorophenyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (3-Fluorophenyl)(4-fluorophenyl)methanone

There total 8 articles about (3-Fluorophenyl)(4-fluorophenyl)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: 86.0%

1-(4-fluorobenzoyl)piperidine-2,6-dione + 3-fluorophenylboronic acid (768-35-4) → (3-fluorophenyl)(4-fluorophenyl)methanone (345-71-1)

Guidance literature:

With water; palladium diacetate; cesium fluoride; cyclo-octa-1,5-diene; DavePhos; In neat (no solvent); for 0.5h; chemoselective reaction; Milling;

DOI:10.1002/anie.202114146

Reference yield:

fluorobenzene (462-06-6) + 4-fluorobenzoyl chloride (403-43-0) → (3-fluorophenyl)(4-fluorophenyl)methanone (345-71-1) + 2,4'-difluorobenzophenone (342-25-6) + 4,4'-Difluorobenzophenone (345-92-6)

Guidance literature:

With [bmim][NTf₂]2; zinc(II) chloride; at 160 ℃; for 18h; under 3750.3 Torr; Title compound not separated from byproducts;

DOI:10.1039/b403650f

Reference yield:

4-fluorobenzoyl chloride (403-43-0) → (3-fluorophenyl)(4-fluorophenyl)methanone (345-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 0 - 20 °C

2: palladium diacetate; DavePhos; cesium fluoride; cyclo-octa-1,5-diene; water / neat (no solvent) / 0.5 h / Milling

With dmap; water; palladium diacetate; triethylamine; cesium fluoride; cyclo-octa-1,5-diene; DavePhos; In dichloromethane; 2: |Suzuki-Miyaura Coupling;

DOI:10.1002/anie.202114146

upstream raw materials:

1,1,1-trichloro-2-(3-fluoro-phenyl)-2-(4-fluoro-phenyl)-ethane

fluorobenzene

4-fluorobenzoyl chloride

3-fluoro-N-methoxy-N-methylbenzamide

Downstream raw materials:

(3-Fluoro-phenyl)-(4-fluoro-phenyl)-pyrimidin-5-yl-methanol

Refernces

• 1、 Gautam, Prashant,Gupta, Rashi,Bhanage, Bhalchandra M.. "Pd/C in Propylene Carbonate: A Sustainable Catalyst–Solvent System for the Carbonylative Suzuki–Miyaura Cross-Coupling Using N-Formylsaccharin as a CO Surrogate". . p. 3431 - 3437. Retrieved 2017/07/04.
• 2、 Earle, Martyn J.,Hakala, Ullastiina,McAuley, Barry J.,Nieuwenhuyzen, Mark,Ramani, Alwar,Seddon, Kenneth R.. "Metal bis{(trifluoromethyl)sulfonyl}amide complexes: Highly efficient Friedel-Crafts acylation catalysts". . p. 1368 - 1369. Retrieved 2007/10/03.