Name | 4,4-dinitro-2,2-bipyridine N,N-dioxide |
Synonyms | 4,4-dinitro-2,2-bipyridine N,N-dioxide 4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide 4,4'-Dinitro-[2,2'-bipyridine] 1,1'-dioxide 2,2'-Bipyridine, 4,4'-dinitro-, 1,1'-dioxide 4,4'-Dinitro-2,2'-bipyridine-N,N'-dioxide - crude 4-nitro-2-(4-nitro-1-oxidopyridin-2-ylidene)pyridin-1-ium 1-oxide |
CAS | 51595-55-2 |
Molecular Formula | C10H6N4O6 |
Molar Mass | 278.178 |
Density | 1.70±0.1 g/cm3(Predicted) |
Melting Point | 261 °C (decomp) |
Boling Point | 744.5±60.0 °C(Predicted) |
Storage Condition | 2-8℃ |
Use | Overview 4,4 '-dinitro-2, 2'-bipyridine-N,N-dioxide is an important organic intermediate, such as it can be used in the preparation of 4,4 '-dibromo-2, 2'-bipyridine, 4,4 '-dibromo-2, 2'-bipyridine is an important intermediate for the synthesis of 2,2 '-bipyridine compounds, which are widely used in the study of fuel-sensitized solar cells. |
Downstream Products | 4,4'-DIBROMO-2,2'-BIPYRIDINE |
melting point | 261°C (decomp) |
boiling point | 744.5±60.0 °C(Predicted) |
density | 1.70±0.1 g/cm3(Predicted) |
acidity coefficient (pKa) | -2.92±0.10(Predicted) |
preparation |
1) add 50ml of water to a 100ml four-mouth flask, 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, react for 5 hours, monitor by HPLC without raw materials, filter, wash, 2'-bipyridine nitrogen oxide 7.2g, 80% yield, 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). 2) 35ml(657mmol) concentrated sulfuric acid and 40ml 30% fuming sulfuric acid are added to a 250ml four-mouth flask, 25g(133mmol)2,2 '-bipyridine nitrogen oxide are added in batches, the temperature is raised to 110 ℃, 80ml(1942mmol) fuming nitric acid is added dropwise, the reaction is 5h after dropwise addition, and HPLC monitoring is 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. |