Name | 2-Bromo-6-Acetylpyridine |
Synonyms | 1-(6-Bromopyridine 2-Bromo-6-Acetylpyridine 2-Acetyl-6-bromopyridine 2- acetyl-6-pyridyl broMide 1-(6-bromo-2-pyridyl)ethanone 1-(6-bromopyridin-2-yl)ethanone 6-Bromopyridin-2-yl methyl ketone 1-(6-Bromopyridin-2-yl)ethan-1-one 1-(6-Bromopyridin-2-yl)ethan-1-one, 2-Bromo-6-ethanoylpyridine |
CAS | 49669-13-8 |
EINECS | 628-046-2 |
InChI | InChI=1/C7H6BrNO/c1-5(10)6-3-2-4-7(8)9-6/h2-4H,1H3 |
InChIKey | RUJTWTUYVOEEFW-UHFFFAOYSA-N |
Molecular Formula | C7H6BrNO |
Molar Mass | 200.03 |
Density | 1.534±0.06 g/cm3(Predicted) |
Melting Point | 51-55 °C (lit.) |
Boling Point | 271.2±25.0 °C(Predicted) |
Flash Point | 117.8°C |
Solubility | Soluble in methanol. |
Vapor Presure | 0.00656mmHg at 25°C |
Appearance | White crystal |
Color | Off-White to Pale Beige |
pKa | 0.28±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.558 |
MDL | MFCD00272200 |
Hazard Symbols | Xi - Irritant |
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 - Wear suitable protective clothing. |
WGK Germany | 3 |
HS Code | 29333990 |
Hazard Class | IRRITANT |
use | 2-acetyl -6-bromopyridine is an important new heterocyclic organic intermediate. at present, there is no real industrial device to produce it in China. In addition, 2-acetyl-6-bromopyridine is also an important industrial raw material, widely used in medicine, pesticides, dyes and other industries. Because pyridine ring has biological activity and has irreplaceable role of other groups or functional groups in the synthesis of drugs, it is a hot field in medical research. In addition, 2-acetyl-6-bromopyridine has special chemical properties and medicinal activity. It is an intermediate of many medicines and pesticides and has a very broad application prospect. It can also be used as pharmaceutical and pharmaceutical intermediates, hair coloring aids, polymer stabilizers, antioxidants and anti-fog agents for photosensitive materials, etc. |
synthesis method | to 2, 6-dibromopyridine (26.53g,112 mmol) stored in acetaldehyde CH2Cl2(400 mL) at -78°C The n-BuLi stored in hexane (70 mL,1.6 M,112 mmov) is added drop by drop (1 h). Continue stirring at -78°C for one hour, then slowly add N,N-dimethylacetamide (10.41 mL,9.75g,112 mmol). Keep the temperature at -78°C for 30 minutes, then raise it to -50°C, then add H2O(20 mL), and stir the mixture overnight. Add H2O(300 mL) to separate the organic layer. The aqueous phase was further extracted with CH2Cl2(3 × 100 mL), the organic extract dried with Na2SO4, and the solvent was removed. The dark brown oil produced is 2-acetyl-6-bromopyridine. Figure 2-The structural formula of acetyl-6-bromopyridine |