Name | 5-chloro-3-nitropyridin-2-ol |
Synonyms | 5-CHLORO-3-NITRO-2-PYRIDINOL 5-chloro-3-nitropyridin-2-ol 5-CHLORO-3-NITROPYRIDIN-2-OL 5-chloro-3-nitropyridin-2(1H)-one 2-hydroxy-3-nitro-5-chloropyridine 5-CHLORO-2-HYDROXY-3-NITROPYRIDINE 5-Chloro-2-hydroxy-3-nitropyridine 2-Hydroxy-5-chloro-3-nitropyridine |
CAS | 21427-61-2 |
EINECS | 622-609-6 |
InChI | InChI=1/C5H3ClN2O3/c6-3-1-4(8(10)11)5(9)7-2-3/h1-2H,(H,7,9) |
Molecular Formula | C5H3ClN2O3 |
Molar Mass | 174.54 |
Density | 1.61±0.1 g/cm3(Predicted) |
Melting Point | 232-236 °C |
Boling Point | 284.1±40.0 °C(Predicted) |
Flash Point | 125.6°C |
Vapor Presure | 0.00303mmHg at 25°C |
Appearance | Solid |
BRN | 383852 |
pKa | 6.31±0.10(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Refractive Index | 1.602 |
MDL | MFCD00114884 |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R41 - Risk of serious damage to eyes R37/38 - Irritating to respiratory system and skin. R22 - Harmful if swallowed |
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. S39 - Wear eye / face protection. S36 - Wear suitable protective clothing. S37 - Wear suitable gloves. |
WGK Germany | 3 |
HS Code | 29337900 |
Hazard Class | IRRITANT |
use | substituted nitropyridine synthesis began in the 2090 s. research found that this kind of energetic compound has good stability and strong explosiveness, and can be used in military and civil explosive products, explosive charge, explosive charge and energetic catalyst of blasting equipment. |
preparation | 5-chloro-2-hydroxy-3-nitropyridine was prepared by nitro-talk and diazotization hydrolysis with 2, 6-dichloropyridine as the starting material. The synthesis reaction formula is as follows: fig. 1 5-chloro -2-hydroxy -3-nitropyridine synthesis reaction formula at room temperature, 80 mL concentrated sulfuric acid is added into 150 mL three-mouth flask, 7.4g (0.05 mol) 2,6-dichloropyridine is slowly added under the condition of magnetic stirring, 10.1g (0.1 mol) potassium nitrate is slowly added after it is completely dissolved, and stirring is continued for 30 min after adding, slowly raise the temperature to 120 ℃, keep the temperature for 10 h. After the reaction is completed, cool the reaction mixture to room temperature, slowly pour it into crushed ice, immediately precipitate a large amount of white solid, wash with cold water, filter by suction, and dry to obtain 7.75g of white solid 2, 6-dichloro-3-nitropyridine with 80.2% yield. 2, 6-dichloro-3-nitropyridine is dissolved or dispersed in dilute hydrochloric acid solution, and the temperature is reduced to about -5 degrees; prepare a high-concentration sodium nitrite solution, pre-cool to -5 degrees, and then slowly add drops to the previous In the solution. Do not add drops continuously. After dropping a little, use starch potassium iodide test paper to test the oxidation of the solution (in fact, to test the content of nitrous acid). If the test paper is purple-black and shows excessive nitrous acid, stop dropping. The drip can only be continued until the test paper is light blue-gray (indicating that nitrous acid is almost consumed). This cycle repeats, you should be patient and not rush. The whole reaction process should be protected from light to prevent the decomposition of diazonium salts. So until all sodium nitrite drops are finished, the solution should be clear and transparent. After the reaction is completed, an alkali solution such as sodium hydroxide is added, and then the temperature is slowly increased (to prevent the reaction from being violent), the diazonium salt decomposes to release nitrogen, and then combines with hydroxide ions to produce 5-chloro-2-hydroxy-3-Nitropyridine. |