2,2,2,4'-TETRAFLUOROACETOPHENONE

Base Information

• Chemical Name: 2,2,2,4'-TETRAFLUOROACETOPHENONE
• CAS No.: 655-32-3
• Molecular Formula: C8H4F4O
• Molecular Weight: 192.113
• Hs Code.: 29147000
• European Community (EC) Number: 211-509-4
• NSC Number: 158171
• UNII: Y27QD2KWG8
• DSSTox Substance ID: DTXSID3060958
• Nikkaji Number: J205.947I
• Wikidata: Q72477186
• Mol file: 655-32-3.mol

Synonyms:Acetophenone,2,2,2,4'-tetrafluoro- (7CI,8CI);2,2,2,4'-Tetrafluoroacetophenone;2,2,2-Trifluoro-1-(4-fluorophenyl)ethanone;4-Fluorophenyl trifluoromethylketone;NSC 158171;Trifluoromethyl p-fluorophenyl ketone;p,a,a,a-Tetrafluoroacetophenone;p-Fluoro-a,a,a-trifluoroacetophenone;p-Fluorophenyl trifluoromethyl ketone;

Chemical Property of 2,2,2,4'-TETRAFLUOROACETOPHENONE

Chemical Property:

• Melting Point: 24-27 °C
• Refractive Index: n20/D 1.448(lit.)
• Boiling Point: 178.3 °C at 760 mmHg
• Flash Point: 64.9 °C
• PSA: 17.07000
• Density: 1.357 g/cm³
• LogP: 2.57070
• Storage Temp.: 0-10°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 192.01982740
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

2,2,2,4'-Tetrafluoroacetophenone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(F)(F)F)F
• Uses: 2,2,2,4''-Tetrafluoroacetophenone is used in the stereoselective synthesis of trifluoromethyl-substituted 2H-furan-amines.

Technology Process of 2,2,2,4'-TETRAFLUOROACETOPHENONE

There total 24 articles about 2,2,2,4'-TETRAFLUOROACETOPHENONE 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: 55.0%

lithium trifluoroacetate (2923-17-3) + 1-Bromo-4-fluorobenzene (460-00-4) → 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone (655-32-3)

Guidance literature:

1-Bromo-4-fluorobenzene; With magnesium; In tetrahydrofuran;

lithium trifluoroacetate;

DOI:10.1021/ja0294515

Reference yield: 55.0%

ethyl-3,3,3-trifluoropyruvate (13081-18-0) + 4-fluorobenzenediazonium tetrafluoroborate (459-45-0) → 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone (655-32-3)

Guidance literature:

With copper(I) oxide; In dichloromethane; dimethyl sulfoxide; at 20 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201604300

Reference yield: 51.0%

fluorobenzene (462-06-6) + 1-(trifluoroacetyl)-4-(dimethylamino)pyridinium trifluoroacetate → 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone (655-32-3)

Guidance literature:

With aluminium trichloride; In carbon disulfide; at 35 - 40 ℃; for 45h;

DOI:10.1055/s-1996-4444

upstream raw materials:

4-flourophenylmagnesium bromide

trifluoroacetic acid

4-fluoro-1-iodobenzene

1-iodo-2,5-dioxa-1,3,3,4,6,6,7,7,8,8,8-undecafluoro-1,4-bis(trifluoromethyl)octane

Downstream raw materials:

4-(ethylamino)trifluoroacetophenone

4-methylamino-α,α,α-trifluoroacetophenone

N-methoxy-N-methylbenzamide

(2S,4R)-4-[(benzylthio)methyl]-2-(4-fluorophenyl)-2-(trifluoromethyl)-1,3-oxazolidine

Refernces

• 1、 -. "REACTIVE EXTRACTION OF WATER". Paragraph 0073-0076. . Retrieved 2020/04/09.
• 2、 Fujita, Takeshi,Takazawa, Marina,Sugiyama, Kazuki,Suzuki, Naoto,Ichikawa, Junji. "Domino C-F Bond Activation of the CF3 Group: Synthesis of Fluorinated Dibenzo[a,c][7]annulenes from 2-(Trifluoromethyl)-1-alkenes and 2,2′-Diceriobiaryls". supporting information. p. 588 - 591. Retrieved 2017/02/10.