| Identification | More | [Name]
5-Bromopyridine-2-carbaldehyde | [CAS]
31181-90-5 | [Synonyms]
5-BROMO-2-FORMYLPYRIDINE
5-BROMO-2-PYRIDINECARBALDEHYDE
5-BROMO-2-PYRIDINECARBOXALDEHYDE
5-BROMOPICOLINALDEHYDE
5-BROMO-PYRIDINE-2-CARBALDEHYDE
5-BROMOPYRIDINE-2-CARBOXALDEHYDE
2-Formyl-5-Bromopyridine
5-Bromopyridine-2-carboxaldehyde 95%
2-FORMYL-5-BROMOPYRIDINE/5-BROMO-2-FORMYLPYRIDINE
5-BROMO-2-PYRIDINECARBOXALDEHYDE/5-BROMONICOTINALDEHYDE
5-BROMOPYRIDINE-2-CARBALDEHYDE(MFCD04112535)
5-Bromo-2-formylpyridine, 5-Bromo-2-picolinaldehyde
5-Bromo-2-picolinaldehyde | [EINECS(EC#)]
626-872-8 | [Molecular Formula]
C6H4BrNO | [MDL Number]
MFCD04112535 | [Molecular Weight]
186.01 | [MOL File]
31181-90-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
91-96 °C | [Boiling point ]
70°C/26mmHg(lit.) | [density ]
1.683±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
powder to crystal | [pka]
1.36±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C6H4BrNO/c7-5-1-2-6(4-9)8-3-5/h1-4H | [InChIKey]
ZQVLPMNLLKGGIU-UHFFFAOYSA-N | [SMILES]
C1(C=O)=NC=C(Br)C=C1 | [CAS DataBase Reference]
31181-90-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
5-Bromopyridine-2-carboxaldehyde is used as organic chemical synthesis intermediate. | [Synthesis]
5-Bromo-2-pyridinecarboxaldehyde was synthesized according to General Method C using 2,5-dibromopyridine and N,N-dimethylformamide (DMF) as raw materials. The specific operation was as follows: 2,5-dibromopyridine (237 mg, 1 mmol) was mixed with DMF (115 μL, 1.5 mmol) for the reaction. After completion of the reaction, the crude product was purified by fast column chromatography (eluent: hexane/ethyl acetate = 10:1) to afford the target compound 5-bromo-2-pyridinecarboxaldehyde (27b) as a brown solid (149 mg, 80% yield). Thin layer chromatography (TLC) analysis showed an Rf value of 0.45 (Expander: hexane/ethyl acetate = 8:1). Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 400 MHz, CDCl3) data were as follows: δ 10.03 (1H, s), 8.85 (1H, dd, J = 0.8, 2.0 Hz), 8.02 (1H, ddd, J = 0.8, 2.0, 8.0 Hz), 7.85 (1H, dd, J = 0.8, 8.0 Hz). The nuclear magnetic resonance carbon spectrum (13C NMR, 100 MHz, CDCl3) data were as follows: δ 192.4, 151.7, 151.3, 140.0, 126.3, 122.8. The spectral data obtained were in agreement with literature reports. | [References]
[1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 22, p. 5852 - 5869
[2] Patent: WO2007/15744, 2007, A1. Location in patent: Page/Page column 58-59
[3] Chemistry - A European Journal, 2006, vol. 12, # 13, p. 3472 - 3483
[4] Patent: WO2006/22794, 2006, A1. Location in patent: Page/Page column 49
[5] Tetrahedron Letters, 2000, vol. 41, # 22, p. 4335 - 4338 |
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