Identification | More | [Name]
2,3-DIBROMO-5-METHYLPYRIDINE | [CAS]
29232-39-1 | [Synonyms]
2,3-DIBROMO-5-METHYLPYRIDINE 2,3-DIBROMO-5-PICOLINE 2,3-DIBROMO-5-METHYLPYRIDINE 98% 2,3-DIBROMO-5-METHYL | [Molecular Formula]
C6H5Br2N | [MDL Number]
MFCD04112574 | [Molecular Weight]
250.92 | [MOL File]
29232-39-1.mol |
Chemical Properties | Back Directory | [Melting point ]
53.0 to 57.0 °C | [Boiling point ]
270.8±35.0 °C(Predicted) | [density ]
1.911±0.06 g/cm3(Predicted) | [Fp ]
>110℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
-1.27±0.20(Predicted) | [color ]
White to Light yellow to Light orange | [CAS DataBase Reference]
29232-39-1(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
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 . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
2933399990 |
Hazard Information | Back Directory | [Synthesis]
2-Amino-3-bromo-5-methylpyridine (187 mg, 1.00 mmol) was added to a 30 mL three-necked flask, followed by the addition of 48% aqueous hydrogen bromide (1 mL) to dissolve the feedstock. The reaction mixture was cooled in an ice bath, keeping the internal temperature in the range of 2 to 5 °C, and bromine (154 μL, 3.00 mmol) was slowly added dropwise. After the dropwise addition, stirring was continued at the same temperature for 10 min. Subsequently, a solution of sodium nitrite (174 mg, 2.5 mmol) dissolved in water (500 μL) was added dropwise to the reaction system while keeping the temperature unchanged, and stirring was continued for 1 h after completion of the dropwise addition. After completion of the reaction, a solution of sodium hydroxide (377 mg, 9.4 mmol) dissolved in water (2 mL) was added slowly and the mixture was stirred for 1 h at room temperature. The reaction solution was transferred to a partition funnel and separated by extraction with ethyl acetate (10 mL) and water (10 mL), and the aqueous phase was extracted once more with ethyl acetate (10 mL). The organic phases were combined and washed sequentially with 5% aqueous sodium sulfite (5 mL) and saturated saline (10 mL), then dried with anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to afford the target product 2,3-dibromo-5-methylpyridine (244 mg, 0.97 mmol) as a yellow solid in 97% yield. The product was analyzed by 1H-NMR (CDCl3, TMS, 300 MHz) δ (ppm): 2.30 (s, 3H), 7.73 (d, 1H, J = 1.5 Hz), 8.14 (d, 1H, J = 1.2 Hz); 13C-NMR (CDCl3, TMS, 300 MHz) δ (ppm): 17.41, 123.16. 134.13, 140.39, 142.29, 148.57; high-resolution mass spectrometry (C6H5Br2N) Theoretical: [M+] 248.8789, Measured: [M+] 248.8786; Melting point 54.2 °C. | [References]
[1] Patent: WO2008/16184, 2008, A1. Location in patent: Page/Page column 187-188 |
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