Identification | More | [Name]
2-Bromo-5-chloropyridine | [CAS]
40473-01-6 | [Synonyms]
2-BROMO-5-CHLOROPYRIDINE IFLAB-BB F2124-0201 2-Brome-5-chloropyridine 2-BROMO-5-CHLOROPYRIDINE, 98.5% | [EINECS(EC#)]
251-228-4 | [Molecular Formula]
C5H3BrClN | [MDL Number]
MFCD00234006 | [Molecular Weight]
192.44 | [MOL File]
40473-01-6.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
65-69 °C
| [Boiling point ]
128 °C / 16mmHg | [density ]
1.736±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Powder | [pka]
-1.49±0.10(Predicted) | [color ]
Beige to yellow-brown | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C5H3BrClN/c6-5-2-1-4(7)3-8-5/h1-3H | [InChIKey]
BZUUVQCSPHPUQA-UHFFFAOYSA-N | [SMILES]
C1(Br)=NC=C(Cl)C=C1 | [CAS DataBase Reference]
40473-01-6(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R20/22:Harmful by inhalation and if swallowed . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S22:Do not breathe dust . S36:Wear suitable protective clothing . | [RIDADR ]
Cool, dry,tightly closed | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
38220090 |
Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
It is an important organic intermediate used in agrochemicals, pharmaceuticals and dyestuff fields. It is also used in the synthesis of novel halopyridinylboronic acids and esters. | [Synthesis]
General procedure for the synthesis of 2-bromo-5-chloropyridine from 2-amino-5-chloropyridine: [Ref. Example 25] 5-(5-chloro-2-pyridinyl)-1-(3-pyridinyl)-1H-pyrazole-3-carboxylic acid; [show image] 1) Hydrogen bromide (12 ml, 47% aqueous solution) was slowly added to hydrogen bromide (12 ml, 47% aqueous solution) at 0 °C in a hydrobromic acid containing 2-amino-5-chloropyridine (5 g) ( 50 ml, 47%) solution. Subsequently, a solution of sodium nitrite (15 g) dissolved in water (20 ml) was added dropwise to the reaction mixture. The reaction solution was stirred at 0°C for 1 h. After that, a solution of sodium hydroxide (32 g) in water (80 ml) and ethyl acetate was added for extraction. The organic and aqueous phases were separated and the organic phase was dried over anhydrous sodium sulfate. After filtration, the solvent was removed by concentration under reduced pressure to give 2-bromo-5-chloropyridine (6.8 g, 91% yield) as a white solid. The product was characterized by 1H-NMR (400 MHz, CDCl3): δ 7.44 (1H, d, J = 8.42 Hz), 7.54 (1H, m), 8.36 (1H, s). | [References]
[1] Chemistry of Heterocyclic Compounds, 2017, vol. 53, # 2, p. 196 - 206 [2] Khim. Geterotsikl. Soedin., 2017, vol. 53, # 2, p. 196 - 206,11 [3] Patent: EP1698626, 2006, A1. Location in patent: Page/Page column 41 [4] Patent: EP1762568, 2007, A1. Location in patent: Page/Page column 24-25 [5] Patent: US5750545, 1998, A |
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