1-(4-Nitrophenyl)piperidine Chemical Properties

Melting point:

104-106°C

Boiling point:

363.5±25.0 °C(Predicted)

Density 

1.188±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

1.92±0.20(Predicted)

CAS DataBase Reference

6574-15-8(CAS DataBase Reference)

Safety Information

Risk Statements 

20/21/22

Safety Statements 

22-36

HS Code 

2933399990

MSDS

• Language:English Provider:ALFA

1-(4-Nitrophenyl)piperidine Usage And Synthesis

Definition

ChEBI: 1-(4-nitrophenyl)piperidine is a member of piperidines.

Synthesis

General procedure for the synthesis of 1-(4-nitrophenyl)piperidine from hexahydropyridine and 4-chloronitrobenzene: 4-chloronitrobenzene (100 mg, 0.63 mmol), piperidine (63.86 mg, 0.75 mmol), and SS-Pd (284.5 mg containing 0.01 mmol Pd) were placed in a round-bottomed flask and DMF was added as a solvent. The reaction mixture was heated at 80 °C with magnetic stirring for 6 h. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature, diluted with water and extracted three times with ethyl acetate. The organic layers were combined and concentrated to obtain the crude product. The crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 90:10) to afford 1-(4-nitrophenyl)piperidine (22) as a pale yellow solid (112 mg, 86% yield) with a melting point of 104-105 °C. 1H NMR (300 MHz, CDCl3) δ 8.05-8.09 (m, 2H), 6.76-6.79 (m 2H), 3.43 (m, 4H), 1.68 (m, 6H); 13C NMR (75 MHz, CDCl3) δ 155.28, 137.70, 126.27 (2C), 112.20 (2C), 48.72 (2C), 25.66 (2C), 24.61; high-resolution mass spectrometry (HRMS-ESI) calculated values [M+ H]+ C11H15N2O2 207.2490, measured value 207.2472.

References

[1] Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 1, p. 42 - 49
[2] Chemistry Letters, 1987, p. 1187 - 1190
[3] Monatshefte fur Chemie, 2003, vol. 134, # 1, p. 37 - 43
[4] European Journal of Organic Chemistry, 2010, # 19, p. 3621 - 3630
[5] Synthetic Communications, 2000, vol. 30, # 24, p. 4479 - 4488

1-(4-Nitrophenyl)piperidine(6574-15-8)Related Product Information

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• 2-NITRO-5-PIPERIDINOPHENOL
• 3-(4-Nitrophenyl)Piperidine Hydrochloride
• 1-(2-NITROPHENYL)PIPERIDINE
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• 1-(3-nitrophenyl)piperidine
• 1-(4-FLUORO-2-NITROPHENYL)PIPERIDINE
• N-(3-HYDROXY-4-NITROPHENYL)-4-METHYLPIPERIDINE
• 3-NITRO-2,6-DIPIPERIDINOBENZOIC ACID
• 1-(2-FLUORO-4-NITROPHENYL)PIPERIDINE-4-CARBOXAMIDE
• 1-(4-FLUORO-2-NITROPHENYL)PIPERIDINE-4-CARBOXYLIC ACID
• 1-(4-FLUORO-2-NITROPHENYL)PIPERIDINE-3-CARBOXYLIC ACID
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