| Identification | More | [Name]
1-(4-Nitrophenyl)piperazine | [CAS]
6269-89-2 | [Synonyms]
1-(4-NITROPHENYL)PIPERAZINE
1-(4-NITRO-PHENYL)-PIPERAZINE DIHYDROCHLORIDE
1-(4-NITROPHENYL)PIPERAZINE HCL
1-NITRO-4-(1-PIPERAZINYL)BENZENE
1-(P-NITROPHENYL)PIPERAZINE
AKOS BBS-00003599
LABOTEST-BB LT00076049
N-(4-NITROPHENYL)PIPERAZINE
RARECHEM AH CK 0146
TIMTEC-BB SBB003475
Piperazine, 1-(4-nitrophenyl)-
1-(4-Nitrophenyl)piperazine 97%
N-(P-NITROPHENYL) PIPERAZINE
1-(4-Nitrophenyl)piperazine, 98+%
1-Nitro-4-piperazinobenzene | [EINECS(EC#)]
228-443-7 | [Molecular Formula]
C10H13N3O2 | [MDL Number]
MFCD00005961 | [Molecular Weight]
207.23 | [MOL File]
6269-89-2.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow to ochre powder | [Melting point ]
131-133 °C (lit.) | [Boiling point ]
346.25°C (rough estimate) | [density ]
1.1933 (rough estimate) | [refractive index ]
1.4830 (estimate) | [storage temp. ]
Storage temp. 2-8°C | [form ]
Crystalline Powder, Crystals and/or Chunks | [pka]
8.68±0.10(Predicted) | [color ]
White to beige to gray | [Detection Methods]
HPLC,NMR | [InChI]
InChI=1S/C10H13N3O2/c14-13(15)10-3-1-9(2-4-10)12-7-5-11-6-8-12/h1-4,11H,5-8H2 | [InChIKey]
VWOJSRICSKDKAW-UHFFFAOYSA-N | [SMILES]
N1(C2=CC=C([N+]([O-])=O)C=C2)CCNCC1 | [CAS DataBase Reference]
6269-89-2(CAS DataBase Reference) | [NIST Chemistry Reference]
N-p-nitrophenylpiperazine(6269-89-2) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and 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 .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing . | [RIDADR ]
2811 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [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 | [Chemical Properties]
yellow to ochre powder | [Uses]
1-(4-Nitrophenyl)piperazine is a useful synthetic intermediate in the synthesis of Itraconazole (I937500); an orally active antimycotic structurally related to Ketoconazole. Also antifungal. | [General Description]
Inclusion interactions of 1-(4-nitrophenyl)piperazine with 4-sulfonatocalix[n]arenes were investigated by UV spectroscopy and fluorescence spectroscopy. | [Synthesis]
A solution of 1-chloro-4-nitrobenzene (650 g, 4.140 mol) in diethylene glycol dimethyl ether (1 L) was slowly added dropwise to a solution of piperazine (2.84 Kg, 33.12 mol) in diethylene glycol dimethyl ether (500 mL) at 100 °C. The reaction mixture was stirred continuously at 100°C for 6 hours. Upon completion of the reaction, the mixture was cooled to 40-45 °C and water (5 L) was slowly added to quench the reaction. Subsequently, the mixture was warmed to room temperature and stirring was continued for 1 hour. The precipitated solid was collected by filtration, washed sequentially with water (1 L) and petroleum ether (500 mL), and dried to give 700 g (81% yield) of 4-nitrophenylpiperazine as a yellow solid. [TLC detection conditions: ethyl acetate:petroleum ether (3:7); Rf value: 0.70]. | [References]
[1] Tetrahedron Letters, 1999, vol. 40, # 31, p. 5655 - 5659
[2] Organic Letters, 2016, vol. 18, # 20, p. 5272 - 5275
[3] Patent: WO2016/79536, 2016, A1. Location in patent: Page/Page column 34-35
[4] Patent: WO2017/203270, 2017, A1. Location in patent: Page/Page column 30; 33; 34
[5] Patent: WO2018/45106, 2018, A1. Location in patent: Paragraph 00133 |
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