Name | 5-bromo-pyridin-3-ol |
Synonyms | 5-BROMO-3-PYRIDINOL 3-pyridinol,5-bromo 5-Bromopyridine-3-ol 5-bromo-pyridin-3-ol 3-Hydro-5-broMo-pyridin 5-bromo-3-hydroxypyridin 3-Bromo-5-hydroxypyridine 5-BROMO-3-HYDROXYPYRIDINE 5-Bromo-3-hydroxypyridine 3--5- hydroxypyridiniuMbroMide |
CAS | 74115-13-2 |
EINECS | 627-764-3 |
InChI | InChI=1/C5H4BrNO/c6-4-1-5(8)3-7-2-4/h1-3,8H |
Molecular Formula | C5H4BrNO |
Molar Mass | 174 |
Density | 1.788±0.06 g/cm3(Predicted) |
Melting Point | 166-170 °C |
Boling Point | 343.7±22.0 °C(Predicted) |
Flash Point | 161.652°C |
Water Solubility | Slightly soluble in water. Soluble in chloroform and ethyl acetate. |
Solubility | DMSO (Slightly), Methanol (Slightly) |
Vapor Presure | 0mmHg at 25°C |
Appearance | Bright yellow needle |
Color | White to tan |
pKa | 8.37±0.10(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.614 |
MDL | MFCD00661305 |
Physical and Chemical Properties |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed R20/21/22 - Harmful by inhalation, in contact with skin and 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. S37 - Wear suitable gloves. S36 - Wear suitable protective clothing. S22 - Do not breathe dust. |
WGK Germany | 3 |
HS Code | 29339900 |
Hazard Class | IRRITANT |
Application | 3-bromo-5-hydroxypyridine is an important industrial raw material, widely used in medicine, pesticide, dyes and other industries [7]. Because of the biological activity of the pyridine ring, it has the role of other groups or functional groups in the synthesis of drugs, so it is a hot field in medical research. |
preparation | to 3-bromo-5-methoxypyridine (5.0g, 27 mmol) acetic acid (15 mL) 48% hydrobromic acid (23 mL) was added to the solution and the reaction mixture was heated to reflux for 16 hours. Mixture. Cool to room temperature and evaporate the solvent under reduced pressure. The residue was adjusted to pH 9-10 by addition of 8N sodium hydroxide solution. The resulting solution was washed with ether and the pH adjusted to 5-6 by addition of 6 N hydrochloric acid. The resulting precipitate was collected by filtration and washed with diisopropyl ether to give the title compound (2.8g, 61%) as a white powder. 3-bromo-5-hydroxypyridine, yield (2.8g, 61 %), 1H-NMR (DMSO-d 6, 300 MHz) δ 7.40 (1 h, t, J = 2.1Hz), 8.12 - 8.15 (2h, m), 10.47 (1 H, br. s). |