| Identification | More | [Name]
4-(4'-Bromophenyl)piperidine | [CAS]
80980-89-8 | [Synonyms]
4-(4'-BROMOPHENYL)PIPERIDINE
4-(4-BROMOPHENYL)PIPERIDINE
Piperidine, 4-(4-bromophenyl)-
4-(4'-Bromophenyl)piperidine | [Molecular Formula]
C11H14BrN | [MDL Number]
MFCD03426370 | [Molecular Weight]
240.14 | [MOL File]
80980-89-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
144-146 °C | [Boiling point ]
307.6±42.0 °C(Predicted) | [density ]
1.313±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
solid | [pka]
10.14±0.10(Predicted) | [color ]
Pale yellow | [InChI]
InChI=1S/C11H14BrN/c12-11-3-1-9(2-4-11)10-5-7-13-8-6-10/h1-4,10,13H,5-8H2 | [InChIKey]
ZKABWLFDCJKQRE-UHFFFAOYSA-N | [SMILES]
N1CCC(C2=CC=C(Br)C=C2)CC1 | [CAS DataBase Reference]
80980-89-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P280-P304+P340-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT | [HS Code ]
2933399990 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-(4-bromophenyl)piperidine from 4-(4-bromophenyl)-1,2,3,6-tetrahydropyridine: to a solution of 4-(4-bromophenyl)-1,2,3,6-tetrahydropyridine (0.90 g, 3.78 mmol) in anhydrous methanol (20 mL) and triethylamine (2 mL), the Rh/C catalyst (0.060 g, J. Bishop & Co. Platinum). The reaction mixture was placed in a hydrogen atmosphere (100 psi) and stirred at room temperature for 24 hours. Upon completion of the reaction, the mixture was filtered through a Celite?(Sigma Aldrich, St. Louis, MO) filter cake and the filtrate was concentrated to afford 4-(4-bromophenyl)piperidine as a white solid (0.91 g, 98% yield). The product was confirmed by 1H NMR (400 MHz, MeOD): δ 1.55-1.59 (2H, m), 1.61-1.70 (2H, m), 2.55-2.56 (1H, m), 2.64-2.70 (2H, m), 3.09-3.06 (2H, m), 7.13 (2H, J = 8.0 Hz, d), 7.31 ( 2H, J = 8.0 Hz, d).13C NMR (100 MHz, MeOD): δ 32.7, 41.4, 45.6, 119.4, 126.4, 128.2, 128.5, 131.2, 145.3. m/z of mass spectrum (ESI-MS): 241 [M+H]+. | [References]
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 13, p. 6149 - 6168
[2] Patent: WO2017/53769, 2017, A1. Location in patent: Paragraph 0117; 0118 |
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