1-(4-TRIFLUOROMETHYLPHENYL)PIPERAZINE

1-(4-TRIFLUOROMETHYLPHENYL)PIPERAZINE Property

Melting point:

88-92 °C

Boiling point:

309.1±42.0 °C(Predicted)

Density 

1.203

storage temp. 

RT, protect from light

solubility 

soluble in Methanol

pka

8.79±0.10(Predicted)

form 

Crystals

color 

Colorless to light yellow

BRN 

523408

InChIKey

IBQMAPSJLHRQPE-UHFFFAOYSA-N

CAS DataBase Reference

30459-17-7(CAS DataBase Reference)

Safety

Hazard Codes 

Xi,C

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

10-34

Hazard Note 

Corrosive

HS Code 

29339900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1-(4-TRIFLUOROMETHYLPHENYL)PIPERAZINE Chemical Properties,Usage,Production

Uses

1-(4-Trifluoromethylphenyl)piperazine is a useful research chemical.

Chemical Properties

colorless to light yellow crystals

Synthesis

Example 4: 4-Chlorobenzotrifluoride (18.5 g, 100 mmol) and piperazine (12.9 g, 150 mmol) were dissolved in 200 mL of tri-n-butylamine and degassed by passing nitrogen for 15 minutes at room temperature. Anhydrous sodium tert-butoxide (13.5 g, 140 mmol) was then added and degassing was continued for 10 min. In another vessel, [2-(2,6-dimethoxyphenyl)phenyl]dicyclohexylphosphine (41 mg, 0.1 mmol) was stirred with (dibenzylideneacetone)palladium (20 mg, 0.025 mmol) under nitrogen protection in 5 mL of degassed tetrahydrofuran for 30 min. Afterwards, the catalyst solution was added dropwise to the main reaction flask at room temperature via a transfer needle. After dropwise addition, the reaction system was heated to an internal temperature of 110 °C and the reaction was maintained for 8 hours. Upon completion of the reaction, it was cooled to 50 °C and filtered to remove the precipitated solids. The filtrate was concentrated under reduced pressure and extracted with dilute hydrochloric acid pH 3. After separation of the aqueous phase, it was adjusted to pH 10 with sodium hydroxide solution, precipitated as a white solid, filtered and dried under reduced pressure to give N-(4-trifluoromethylphenyl)piperazine 22.1 g (96 mmol, 96% yield). The purity of the product was determined by quantitative proton NMR and confirmed to be >99%.

References

[1] Patent: US2005/250791, 2005, A1. Location in patent: Page/Page column 4
[2] Patent: KR101589584, 2016, B1. Location in patent: Paragraph 0098-0102
[3] Patent: US2005/250791, 2005, A1. Location in patent: Page/Page column 4
[4] Patent: US2005/250791, 2005, A1. Location in patent: Page/Page column 4
[5] Patent: US2005/250791, 2005, A1. Location in patent: Page/Page column 4