4,4-Dibromo-2,2-Bipyridine
4,4'-DIBROMO-2,2'-BIPYRIDINE
CAS: 18511-71-2
Molecular Formula: C10H6Br2N2
4,4-Dibromo-2,2-Bipyridine - Names and Identifiers
| Name | 4,4'-DIBROMO-2,2'-BIPYRIDINE |
| Synonyms | 4,4-Dibromo-2,2-Bipyridine 4,4'-Dibrom-2,2'-bipyridin 4,4'-Dibromo-2,2'-bipyridyl 4,4'-DIBROMO-2,2'-BIPYRIDINE 4,4'-dibroMo-2,2'-bipyridiine 4,4'-dibromine-2,2'-bipyridine 4,4'-Dibromo-[2,2']bipyridinyl 2,2'-bipyridine, 4,4'-dibromo- 2,2'-Bipyridine, 4,4'-dibroMo- 2,2'-Bipyridine, 4,4'-dibroMo-4,4'-DibroMo-2,2'-bipyridine |
| CAS | 18511-71-2 |
| EINECS | 679-872-5 |
| InChI | InChI=1/C10H6Br2N2/c11-7-1-3-13-9(5-7)10-6-8(12)2-4-14-10/h1-6H |
4,4-Dibromo-2,2-Bipyridine - Physico-chemical Properties
| Molecular Formula | C10H6Br2N2 |
| Molar Mass | 313.98 |
| Density | 1.809±0.06 g/cm3(Predicted) |
| Melting Point | 138.0 to 142.0 °C |
| Boling Point | 362.9±37.0 °C(Predicted) |
| Flash Point | 173.286°C |
| Solubility | soluble in Toluene |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | powder to crystal |
| Color | White to Light yellow |
| pKa | 2.59±0.18(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.639 |
| MDL | MFCD00667763 |
4,4-Dibromo-2,2-Bipyridine - Risk and Safety
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 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. |
| HS Code | 29333990 |
4,4-Dibromo-2,2-Bipyridine - Reference Information
| application | 4,4 '-dibromo -2,2'-bipyridine is an important pharmaceutical intermediate and organic synthesis intermediate, which can be used in laboratory research and development process and chemical production process. 4,4 '-dibromo-2, 2'-bipyridine is a pyridine derivative, which can be used as a pharmaceutical intermediate. |
| prepare | 100ml of four-mouth flask add 50ml of water, then add 7.5g(48mmol)2,2 '-bipyridine, add 1.6g(0.0048mmol) sodium tungstate and 2.2g(0.0048mmol) trioctylmethylammonium bisulfate, raise the temperature to 60 ℃, slowly add 18.75ml(182.4mmol)30% hydrogen peroxide dropwise, and react for 5 hours, HPLC monitors no raw materials, filters, washes with water for three times, and dries 2,2'-bipyridine nitrogen oxide 7.2g with 80% yield and 99.4% purity (HPLC). 1H-NMR(DMSO-d6) of 2,2 '-bipyridine nitrogen oxide: 8.31-8.33(d,J = 6.3Hz,2H)7.39-7.62(m,6H). 35ml(657mmol) concentrated sulfuric acid and 40ml 30% fuming sulfuric acid were added to a 250ml four-mouth flask, 25g(133mmol)2,2 '-bipyridine nitrogen oxide was added in batches, the temperature was raised to 110 ℃, 80ml(1942mmol) fuming nitric acid was added dropwise, the reaction was 5h after dropwise addition, and HPLC monitoring was carried out. Pour the reaction solution into ice water, filter, recrystallize, and dry to obtain 18.5g yellow solid with 50.2% yield and 99.2% purity. 1H-NMR(DMSO-d6) of 4,4 '-dinitro -2,2'-bipyridine nitrogen oxide: 8.69(d,2H,J = 3.3Hz)8.60(d,2H,J = 7.2Hz)8.36(dd,2H,J = 7.2Hz,J = 3.3Hz), as shown in Figure 2. In a 250ml four-mouth flask, 80ml of acetic acid is added, 10g(35.9mmol) of 4,4 '-dinitro -2,2'-bipyridine nitrogen oxide is added, the temperature is raised to reflux, 19.89g(107.7mmol)/60ml of acetyl bromoacetic acid solution is added dropwise, no raw material is monitored by HPLC, 17g(89.8mmol) of tin chloride is added to it, after all reduction, the reaction solution is poured into ice water, and the PH is adjusted to 10, filtration, extraction of mother liquor with ethyl acetate, spin-drying, recrystallization and drying to obtain 6.7g of 4,4 '-dibromo -2,2'-bipyridine with 59.4% yield and 99.2% purity. |
Last Update：2024-04-09 15:16:48
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