2-Phenylpiperazine Chemical Properties

Melting point:

83-87 °C (lit.)

Boiling point:

138 °C

Density 

0.997±0.06 g/cm3(Predicted)

storage temp. 

Storage temp. 2-8°C

form 

solid

pka

8.80±0.40(Predicted)

color 

Yellow

CAS DataBase Reference

5271-26-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

26-36/37

RIDADR 

UN3259

WGK Germany 

2

Hazard Note 

Irritant

HazardClass 

8

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich

2-Phenylpiperazine Usage And Synthesis

Uses

2-Phenylpiperazine is the starting material for the synthesis of 2-phenylpiperazine compounds. It has been synthesized 1,4-dimethyl-2-phenylpiperazine, 1,4-diethyl-2-phenyl Piperazine etc.

Synthesis

General procedure for the synthesis of 2-phenylpiperazine from 3-oxo-2-phenylpiperazine: 2-oxo-3-phenylpiperazine (1.76 g, 10 mmol) was dissolved in 30 mL of anhydrous THF and added slowly and dropwise to 20 mL (20 mmol) of a THF solution of 1M LiAlH4. The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, water and 20% NaOH solution were carefully added to quench the excess LiAlH4. Subsequently, the reaction mixture was filtered and the filter cake was re-extracted with ethyl acetate. The organic filtrate and extract were combined, dried with MgSO4, filtered and concentrated under reduced pressure to give a light yellow solid. The crude product was further purified by silica gel column chromatography (eluent: CHCl3:MeOH:NH4OH = 9:1:0.1) to afford 2-phenylpiperazine (960 mg, 6 mmol, 60% yield) as a colorless solid. The product was characterized by 1H NMR (CDCl3): δ 2.69 (1H, t, J = 11.3 Hz), 2.85-3.10 (7H, m), 3.76 (1H, br d, J = 8.9 Hz), 7.21-7.38 (5H, m). Melting point determination (capillary method): 79-81°C.

References

[1] Patent: WO2004/63150, 2004, A2. Location in patent: Page 28-29
[2] Patent: US2005/222166, 2005, A1. Location in patent: Page/Page column 13
[3] Patent: EP1396487, 2004, A1. Location in patent: Page 17-18

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