1-(4-Bromophenyl)-2,2-difluoroethanone

Base Information

• Chemical Name: 1-(4-Bromophenyl)-2,2-difluoroethanone
• CAS No.: 173974-88-4
• Molecular Formula: C8H5BrF2O
• Molecular Weight: 235.028
• European Community (EC) Number: 835-986-9
• DSSTox Substance ID: DTXSID00570798
• Wikidata: Q82458347
• Mol file: 173974-88-4.mol

Synonyms:1-(4-bromophenyl)-2,2-difluoroethanone;173974-88-4;1-(4-Bromophenyl)-2,2-difluoroethan-1-one;1-(4-bromo-phenyl)-2,2-difluoro-ethanone;Ethanone, 1-(4-bromophenyl)-2,2-difluoro-;SCHEMBL11430;DTXSID00570798;AMY11273;MFCD20921396;AKOS026736366;SB34255;AS-36649;CS-0215913;EN300-309103;A1-43175

Chemical Property of 1-(4-Bromophenyl)-2,2-difluoroethanone

Chemical Property:

• PSA: 17.07000
• LogP: 2.89690
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 233.94918
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Bromo-phenyl)-2,2-difluoro-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-Bromophenyl)-2,2-difluoroethanone

There total 19 articles about 1-(4-Bromophenyl)-2,2-difluoroethanone 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: 94.0%

4'-bromo-2,2,2-trifluoroacetophenone (16184-89-7) → 1-(4-bromophenyl)-2,2-difluoroethan-1-one (173974-88-4)

Guidance literature:

With chloro-trimethyl-silane; tetrabutylammomium bromide; tetraethylammonium hexafluorophosphate; In acetonitrile; at 20 ℃; Electrochemical reaction;

DOI:10.1039/d1sc01574e

Reference yield: 88.0%

[1-(4-bromo-phenyl)-ethyl]-butyl-amine → 1-(4-bromophenyl)-2,2-difluoroethan-1-one (173974-88-4)

Guidance literature:

[1-(4-bromo-phenyl)-ethyl]-butyl-amine; With sodium sulfate; Selectfluor; In acetonitrile; at 90 ℃; for 5h; Inert atmosphere;

With hydrogenchloride; In water; acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

Reference yield: 86.0%

[1,3-bis[2,6-bis(1-methylethyl)phenyl]-2-imidazolidinylidene](difluoromethyl)silver + 4-chlorobenzoyl chloride (586-75-4) → 1-(4-bromophenyl)-2,2-difluoroethan-1-one (173974-88-4)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.organomet.5b00350

upstream raw materials:

N-(1-4'-bromophenylethylidene)-n-butylamine

((1-(4-bromophenyl)-2,2-difluorovinyl)oxy)trimethylsilane

4'-bromo-2,2,2-trifluoroacetophenone

ethyl difluoroacetate

Refernces

• 1、 Bi, Xihe,Sivaguru, Paramasivam,Song, Qingmin,Wang, Zikun,Zanoni, Giuseppe,Zhang, Xiaolong,Zhang, Xinyu. "A Carbene Strategy for Progressive (Deutero)Hydrodefluorination of Fluoroalkyl Ketones". supporting information. . Retrieved 2021/12/23.
• 2、 Carminati, Daniela M.,Decaens, Jonathan,Couve-Bonnaire, Samuel,Jubault, Philippe,Fasan, Rudi. "Biocatalytic Strategy for the Highly Stereoselective Synthesis of CHF2-Containing Trisubstituted Cyclopropanes". supporting information. p. 7072 - 7076. Retrieved 2021/02/27.