1,2-Bis(4-fluorophenyl)ethanone

Base Information

• Chemical Name: 1,2-Bis(4-fluorophenyl)ethanone
• CAS No.: 366-68-7
• Molecular Formula: C14H10F2O
• Molecular Weight: 232.23
• Hs Code.: 2914790090
• DSSTox Substance ID: DTXSID30372722
• Wikidata: Q82160578
• Mol file: 366-68-7.mol

Synonyms:1,2-bis(4-fluorophenyl)ethanone;366-68-7;4'-Fluoro-2-(4-fluorophenyl)acetophenone;1,2-BIS-(4-FLUOROPHENYL)ETHANONE;SCHEMBL6201900;DTXSID30372722;NXPJZQYAGOYGTO-UHFFFAOYSA-N;MFCD00055468;1,2-bis(4-fluorophenyl)ethan-1-one;1,2-bis(4-fluorophenyl)-1-oxoethane;AKOS000278333;AS-32921

Chemical Property of 1,2-Bis(4-fluorophenyl)ethanone

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 232.06997126
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

97% ^*data from raw suppliers

1,2-Bis(4-fluorophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)C2=CC=C(C=C2)F)F
• Uses: 1,2-Bis(4-fluorophenyl)ethanone is a useful synthetic compound.

Technology Process of 1,2-Bis(4-fluorophenyl)ethanone

There total 22 articles about 1,2-Bis(4-fluorophenyl)ethanone 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%

1,2-bis(4-fluorophenyl)-2-oxoethyl acetate (1196070-07-1) → 4,4'-difluorodeoxybenzoin (366-68-7)

Guidance literature:

With 2-H-1,3-di-tert-butyl-1,3,2-diazaphosphorinane; 2,2'-azobis(isobutyronitrile); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In toluene; at 90 ℃; for 12h; chemoselective reaction;

DOI:10.1039/d0sc03220d

Reference yield: 95.0%

4-fluorobenzoyl chloride (403-43-0) → 4,4'-difluorodeoxybenzoin (366-68-7)

Guidance literature:

With samarium; In N,N-dimethyl-formamide; at 50 ℃; for 1h;

DOI:10.1081/SCC-200034825

Reference yield: 93.0%

1,2-bis(4-fliorophenyl)-2-oxoethyl pivalate (1196070-08-2) → 4,4'-difluorodeoxybenzoin (366-68-7)

Guidance literature:

With N¹,N¹,N¹²,N¹²-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo901815t

upstream raw materials:

4-flourophenylmagnesium bromide

2-Chloro-4'-fluoroacetophenone

fluorobenzene

4-Fluorophenylacetyl chloride

Downstream raw materials:

tris-(4-fluoro-phenyl)-ethene

3-[4-[2,3-bis(4-fluorophenyl)-3-oxo-propyl]phenyl]isoxazole-5-carboxylic acid

C₂₇H₂₁F₂NO₄

α,α'-dibromo-α-chloro-4,4'-difluoro-bibenzyl

Refernces

• 1、 Holzschneider, Kristina,H?ring, Andreas P.,Kirsch, Stefan F.. "2,2-Diazido-1,2-diarylethanones: Synthesis and Reactivity with Primary Amines". . p. 2824 - 2831. Retrieved 2019/04/30.
• 2、 Wang, Xing,Zhang, Chen-Yang,Tu, Hai-Yang,Zhang, Ai-Dong. "Facile Access to Multiaryl-1H-pyrrol-2(3H)-ones by Copper/TEMPO-Mediated Cascade Annulation of Diarylethanones with Primary Amines and Mechanistic Insight". supporting information. p. 5243 - 5247. Retrieved 2016/11/13.