2',3',4',5',6'-PENTAFLUOROACETOPHENONE

Base Information

• Chemical Name: 2',3',4',5',6'-PENTAFLUOROACETOPHENONE
• CAS No.: 652-29-9
• Molecular Formula: C8H3F5O
• Molecular Weight: 210.103
• Hs Code.: 29147000
• European Community (EC) Number: 211-487-6
• DSSTox Substance ID: DTXSID50215506
• Nikkaji Number: J205.932K
• Wikidata: Q83091555
• Mol file: 652-29-9.mol

Synonyms:Acetophenone,2',3',4',5',6'-pentafluoro- (6CI,7CI,8CI);Ethanone, 1-(pentafluorophenyl)-(9CI);1-Pentafluorophenylethanone;2,3,4,5,6-Pentafluoroacetophenone;2',3',4',5',6'-Pentafluoroacetophenone;Pentafluorophenyl methylketone;Acetylpentafluorobenzene;Methylpentafluorophenyl ketone;Pentafluoroacetophenone;

Chemical Property of 2',3',4',5',6'-PENTAFLUOROACETOPHENONE

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Melting Point: 130.5 °C
• Refractive Index: n20/D 1.4366(lit.)
• Boiling Point: 130.5 °C at 760 mmHg
• Flash Point: 65.6 °C
• PSA: 17.07000
• Density: 1.479 g/cm³
• LogP: 2.58470
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 210.01040553
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

98%,99%, ^*data from raw suppliers

2'',3'',4'',5'',6''-Pentafluoroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=C(C(=C1F)F)F)F)F
• Uses: 2′,3′,4′,5′,6′-Pentafluoroacetophenone was used in asymmetric synthesis of chiral alcohols using ketoreductase isolated from cyanobacterium Synechococcus sp. strain PCC 7942. It was also used in the synthesis of benzalpentafluoroacetophenone and 2,3-dihydryl-F-benzalacetophenone.

Technology Process of 2',3',4',5',6'-PENTAFLUOROACETOPHENONE

There total 32 articles about 2',3',4',5',6'-PENTAFLUOROACETOPHENONE 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: 62.0%

1-(2,3,4,5,6-pentafluorophenyl)ethanone (41187-38-6) + bis(pentafluorophenyl)zinc (1799-90-2) + acetyl chloride (75-36-5) → Pentafluorobenzene (363-72-4) + decafluorobiphenyl (434-90-2) + 2',3',4',5',6'-pentafluoroacetophenone (652-29-9)

Guidance literature:

With copper(l) chloride; In N,N-dimethyl acetamide; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

DOI:10.1134/S1070428010030073

Reference yield: 55.0%

1-(2,3,4,5,6-pentafluorophenyl)-2-bromo-1-ethanone (5122-16-7) + phosphonic acid diethyl ester (762-04-9) → ethyl bromide (74-96-4) + 2',3',4',5',6'-pentafluoroacetophenone (652-29-9)

Guidance literature:

at 140 - 150 ℃; for 1.66667h; Title compound not separated from byproducts;

Reference yield: 23.0%

→ diethyl-(1-pentafluorophenyl-vinyl)-amine + diethyl-(1-pentafluorophenyl-ethylidene)-ammonium; bromide + 2',3',4',5',6'-pentafluoroacetophenone (652-29-9)

Guidance literature:

In chloroform-d1; at 20 ℃; for 96h;

DOI:10.1002/chem.200400811

upstream raw materials:

1,2,3,4,5-pentafluoro-6-iodobenzene

acetyl chloride

1-(2,3,4,5,6-pentafluorophenyl)-2-bromo-1-ethanone

Pentafluorobenzene

Downstream raw materials:

1-pentafluorophenyl-1-(trimethylsilyloxy)ethylene

1-ethoxy-2,3,5,6-tetrafluoro-benzene

ethyl acetate

N-[1-Pentafluorophenyl-eth-(Z)-ylidene]-N'-phenyl-hydrazine

Refernces

• 1、 Vinogradov,Krasnov,Platonov. "Synthesis of polyfluoroaromatic ketones from polyfluoroarylzinc compounds and acyl chlorides in the presence of CuCl". experimental part. p. 344 - 351. Retrieved 2010/09/12.
• 2、 Shoute, Lian C. T.,Mittal, Jai P.. "Formation of radical anions on the reduction of carbonyl-containing perfluoroaromatic compounds in aqueous solution: A pulse radiolysis study". . p. 14022 - 14027. Retrieved 2007/10/03.