4'-Fluoropropiophenone Chemical Properties

Boiling point:

100-102 °C (22 mmHg)

Density 

1.096 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.5059(lit.)

Flash point:

170 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

clear liquid

color 

Colorless to Light orange to Yellow

Specific Gravity

1.096

BRN 

1210310

InChI

InChI=1S/C9H9FO/c1-2-9(11)7-3-5-8(10)6-4-7/h3-6H,2H2,1H3

InChIKey

QIJNVLLXIIPXQT-UHFFFAOYSA-N

SMILES

C(C1=CC=C(F)C=C1)(=O)CC

CAS DataBase Reference

456-03-1(CAS DataBase Reference)

NIST Chemistry Reference

1-Propanone, 1-(4-fluorophenyl)-(456-03-1)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-37/38-41-36/37/38

Safety Statements 

26-39-37/39

RIDADR 

2735

WGK Germany 

2

Hazard Note 

Irritant

HS Code 

29147000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4'-Fluoropropiophenone Usage And Synthesis

Chemical Properties

clear yellow liquid after melting

Uses

4′-Fluoropropiophenone was used in the preparation of 2-(4-fluorophenyl)-3-methylquinoxaline.

Synthesis

General procedure for the synthesis of 4'-fluoropropiophenone from 1-(4-fluorophenyl)prop-2-en-1-ol: Under nitrogen protection, the ruthenium complex [RuCl2(6-C6H6)(PTA-Me)] (3a) (0.02-0.1 mmol; 0.5-2.5 mol%) and K2CO3 (0.05-0.25 mmol) were added to a solution of 1-(4-fluorophenyl)prop-2-en-1-ol (4a-o, 4 mmol) in tetrahydrofuran (4mL). -fluorophenyl)prop-2-en-1-ol (4a-o, 4 mmol) in a solution of tetrahydrofuran (4 mL). The reaction mixture was placed in a sealed tube and stirred at 75°C for the indicated time (see Table 4 and Scheme 3). The progress of the reaction was monitored by sampling and diluting 10 μL of the sample with dichloromethane (3 mL) every ~1 hr followed by GC analysis. Upon completion of the reaction, the mixture was cooled to room temperature, at which point the ruthenium complex 3a partially precipitated. The solids were removed by filtration and the reaction products were subsequently separated by solvent evaporation. The residue was purified using silica gel column chromatography with EtOAc-hexane (1:10) mixed solvent as eluent. The structure of the resulting carbonyl compounds 5a-o was confirmed by GC/MS analysis of their fragmentation patterns, NMR spectroscopy, and comparison of retention times of commercially pure samples (Sigma-Aldrich or Acros Organics).

References

[1] Tetrahedron, 2008, vol. 64, # 51, p. 11745 - 11750
[2] Journal of Molecular Catalysis A: Chemical, 2013, vol. 366, p. 390 - 399
[3] European Journal of Organic Chemistry, 2017, vol. 2017, # 26, p. 3886 - 3895
[4] Green Chemistry, 2010, vol. 12, # 9, p. 1628 - 1633
[5] Organometallics, 2012, vol. 31, # 23, p. 8301 - 8311

4'-Fluoropropiophenone(456-03-1)Related Product Information

• Florfenicol
• Transfluthrin
• 4-Fluorobenzaldehyde
• 1-(4-FLUORO-PHENYL)-BUTAN-1-ONE
• Trifluoroacetophenone
• 4-Fluoroacetophenone
• 3-CHLORO-4'-FLUOROPROPIOPHENONE
• 3-(4-FLUOROBENZOYL)PROPIONIC ACID
• 3-Chloro-1-(4-fluorophenyl)propan-1-one
• 1-(4-Fluorophenyl)-2-phenyl-ethanone
• 4'-FLUOROVALEROPHENONE
• Haloperidol
• CYCLOBUTYL-4-FLUOROPHENYL KETONE
• METHYL 4-FLUOROBENZOYLACETATE
• tetrafluorobenzene
• 2',4',5'-TRIFLUOROPROPIOPHENONE
• 4-Chloro-4'-fluorobutyrophenone
• 4-Fluoro-1-indanone