4-Acetyl-2-fluorobiphenyl

Base Information

• Chemical Name: 4-Acetyl-2-fluorobiphenyl
• CAS No.: 42771-79-9
• Molecular Formula: C14H11FO
• Molecular Weight: 214.239
• Hs Code.: 2914790090
• European Community (EC) Number: 255-935-9
• UNII: KYS31UY2IQ
• DSSTox Substance ID: DTXSID00195425
• Nikkaji Number: J309.969E
• Wikidata: Q27282507
• Mol file: 42771-79-9.mol

Synonyms:42771-79-9;4-ACETYL-2-FLUOROBIPHENYL;1-(2-Fluoro-1,1'-biphenyl-4-yl)ethanone;1-(3-fluoro-4-phenylphenyl)ethanone;1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one;1-(2-Fluoro-[1,1'-biphenyl]-4-yl)ethanone;EINECS 255-935-9;UNII-KYS31UY2IQ;KYS31UY2IQ;1-(2-Fluoro-biphenyl-4-yl)-ethanone;3'-Fluoro-4'-phenylacetophenone;1-(2-Fluoro(1,1'-biphenyl)-4-yl)ethan-1-one;Ethanone, 1-(2-fluoro(1,1'-biphenyl)-4-yl)-;Flurbiprofen Impurity D;1-{2-fluoro-[1,1'-biphenyl]-4-yl}ethan-1-one;Ethanone, 1-(2-fluoro[1,1'-biphenyl]-4-yl)-;1-(2-Fluoro-[1,1'-biphenyl]-4-yl)ethan-1-one;4-acetyl 2-fluorobiphenyl;2-Fluoro-4-acetylbiphenyl;Flurbiprofen EP Impurity D;4-acetyl-2-fluoro-biphenyl;SCHEMBL10269902;DTXSID00195425;ZLKQQDFLPVWFDT-UHFFFAOYSA-N;AMY17424;BCP33193;MFCD00127698;1-(2-Fluoro-biphenyl-4-yl)ethanone;AKOS022506279;benzyl?3-hydroxyazetidine-1-carboxylate;1-(2-FLUOROBIPHENYL-4-YL)ETHANONE;CS-0159357;FLURBIPROFEN IMPURITY D [EP IMPURITY];1P-803;I12077;Q27282507;4-Acetyl-2-fluorobiphenyl;3-Fluoro-4-phenyl acetophenone;1-(2-Fluoro[1,1?-biphenyl]-4-yl)ethanone;3?-Fluoro-4?-phenylacetophenone

Chemical Property of 4-Acetyl-2-fluorobiphenyl

Chemical Property:

• Boiling Point: 321.8 °C at 760 mmHg
• Flash Point: 132.7 °C
• Density: 1.124 g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 214.079393132
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

4-Acetyl-2-fluorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1)C2=CC=CC=C2)F
• Uses: 4-Acetyl-2-fluorobiphenyl is an impurity of Flurbiprofen (F598700), an anti-inflammatory used as an analgesic.

Technology Process of 4-Acetyl-2-fluorobiphenyl

There total 7 articles about 4-Acetyl-2-fluorobiphenyl 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: 90.0%

α-Methyl-3-fluoro-4-phenylbenzeneacetamide (87657-78-1) → 3'-fluoro-4'-phenylacetophenone (42771-79-9)

Guidance literature:

With tetraethylammonium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In acetonitrile; at 20 - 60 ℃;

DOI:10.1021/jo801580g

Reference yield: 89.0%

fluorobiprofen (5104-49-4) → 3'-fluoro-4'-phenylacetophenone (42771-79-9)

Guidance literature:

With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate; In dimethyl sulfoxide; at 20 ℃; for 16h; under 760.051 Torr; Irradiation;

DOI:10.1002/ijch.201900130

Reference yield: 47.0%

(2S)-2-(2-fluoro-biphenyl-4-yl)-propan-1-ol (189130-24-3) → 3'-fluoro-4'-phenylacetophenone (42771-79-9) + (S)-(+)-flurbiprofen (5104-49-4,51543-38-5,51543-39-6,51543-40-9)

Guidance literature:

With potassium permanganate; sulfuric acid; In acetone; at 0 - 20 ℃; for 4.5h;

DOI:10.1055/s-0030-1258580

upstream raw materials:

α-(4-cyclohexyl-3-fluorophenyl)ethyl alcohol

α-Methyl-3-fluoro-4-phenylbenzeneacetamide

2-(2-fluoro-biphenyl-4-yl)-propionaldehyde

(2S)-2-(2-fluoro-biphenyl-4-yl)-propan-1-ol

Downstream raw materials:

1-(2-nitro-1,1'-biphenyl-4-yl)ethan-1-one

Refernces

• 1、 Sakakibara, Yota,Cooper, Phillippa,Murakami, Kei,Itami, Kenichiro. "Photoredox-Catalyzed Decarboxylative Oxidation of Arylacetic Acids". supporting information. p. 2410 - 2413. Retrieved 2018/06/04.
• 2、 Galletti, Paola,Pori, Matteo,Giacomini, Daria. "One-step oxidation of 2-arylpropanols to 2-arylpropionic acids: Improving sustainability in the synthesis of profens". experimental part. p. 2644 - 2648. Retrieved 2010/11/18.