ChemicalBook--->CAS DataBase List--->405-67-4

405-67-4

405-67-4 Structure

405-67-4 Structure
IdentificationBack Directory
[Name]

N-ETHYL-N-(4-FLUOROPHENYL)AMINE
[CAS]

405-67-4
[Synonyms]

100156
ethyl(4-fluorophenyl)amine
N-Ethyl-4-fluoro-benzenaMine
BenzenaMine,N-ethyl-4-fluoro-
[Molecular Formula]

C8H10FN
[MDL Number]

MFCD03210682
[MOL File]

405-67-4.mol
[Molecular Weight]

139.17
Chemical PropertiesBack Directory
[Boiling point ]

92 °C(Press: 14 Torr)
[density ]

1.073±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

5.22±0.32(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H317-H335
[Precautionary statements ]

P280-P301+P310-P304+P340
[HazardClass ]

IRRITANT
[HS Code ]

2921199990
Hazard InformationBack Directory
[Synthesis]

Triethylamine

121-44-8

4-Fluoroaniline

371-40-4

N-ETHYL-N-(4-FLUOROPHENYL)AMINE

405-67-4

The general procedure for the synthesis of N-ethyl-4-fluoroaniline from triethylamine and 4-fluoroaniline is as follows: first, a mixed solution of IrCl3 (2 mol%, 0.02 mmol), ligand L1 (2.4 mol%, 0.024 mmol), sodium hydroxide (0.20 mmol), and xylene (3 mL) was stirred for 1 hr at room temperature in a Schlenk tube . Subsequently, 4-fluoroaniline (1.00 mmol), triethylamine (1.0 mL) and sodium hydroxide (1.00 mmol) were added to the reaction system. The reaction mixture was heated at 150 °C for 20 h, after which it was cooled to room temperature. Upon completion of the reaction, the resulting solution was purified directly by column chromatography using petroleum ether/ethyl acetate (10:1) as eluent to give the final target product N-ethyl-4-fluoroaniline (3a).

[References]

[1] ACS Catalysis, 2014, vol. 4, # 11, p. 3910 - 3918
[2] Tetrahedron Letters, 2016, vol. 57, # 41, p. 4588 - 4591
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