| Identification | More | [Name]
2-Phenylpiperazine | [CAS]
5271-26-1 | [Synonyms]
2-PHENYLPIPERAZINE
2-Phenylpiperazine 97% | [EINECS(EC#)]
627-379-0 | [Molecular Formula]
C10H14N2 | [MDL Number]
MFCD01871362 | [Molecular Weight]
162.23 | [MOL File]
5271-26-1.mol |
| Chemical Properties | Back Directory | [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 | [InChI]
1S/C10H14N2/c1-2-4-9(5-3-1)10-8-11-6-7-12-10/h1-5,10-12H,6-8H2 | [InChIKey]
RIMRLBGNCLMSNH-UHFFFAOYSA-N | [SMILES]
C1CNC(CN1)c2ccccc2 | [CAS DataBase Reference]
5271-26-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN3259 | [WGK Germany ]
2
| [Hazard Note ]
Irritant | [HazardClass ]
8 | [HazardClass ]
IRRITANT | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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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