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| | 2-Bromo-3-hydroxypyridine Basic information |
| | 2-Bromo-3-hydroxypyridine Chemical Properties |
| Melting point | 185-188 °C(lit.) | | Boiling point | 321.7±22.0 °C(Predicted) | | density | 1.5643 (rough estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | Inert atmosphere,Room Temperature | | form | Crystalline Powder | | pka | 4.32±0.10(Predicted) | | color | Light brown to gray | | Water Solubility | Soluble in alcohol. Insoluble in water. | | BRN | 109829 | | InChI | InChI=1S/C5H4BrNO/c6-5-4(8)2-1-3-7-5/h1-3,8H | | InChIKey | YKHQFTANTNMYPP-UHFFFAOYSA-N | | SMILES | C1(Br)=NC=CC=C1O | | CAS DataBase Reference | 6602-32-0(CAS DataBase Reference) | | NIST Chemistry Reference | 3-Pyridinol, 2-bromo-(6602-32-0) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 26-36-24/25 | | WGK Germany | 3 | | RTECS | UU7705000 | | F | 10 | | HazardClass | IRRITANT | | HS Code | 29333999 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Bromo-3-hydroxypyridine Usage And Synthesis |
| Chemical Properties | LIGHT BROWN TO GREY CRYSTALLINE POWDER | | Uses | 2-Bromo-3-hydroxypyridine is used to produce 2-bromo-4,6-diiodo-3-pyridinol. It is also used in azo dyes and in the synthesis of pterocellin A by reacting with kojic acid and in synthesis of orelline. | | Synthesis | The general procedure for the synthesis of 2-bromo-3-hydroxypyridine from 3-hydroxypyridine was as follows:
(a) A hypobromite solution was prepared by slowly adding bromine (2.74 mL, 8.49 g, 5.31 mmol) to 10% sodium hydroxide solution (50 mL) at 5°C to 10°C. Subsequently, this hypobromite solution was added dropwise to 10% sodium hydroxide solution (50 mL) containing 3-hydroxypyridine (5.0 g, 52.6 mmol) over 20 minutes. The reaction mixture was continued to be stirred for 30 minutes. The pH of the reaction solution was adjusted to 6-7 with acetic acid. the mixture was cooled to 5°C and maintained for 1 h. The solid product was subsequently collected by filtration. The product was washed with water and dried under vacuum at 85°C to give 2-bromo-3-hydroxypyridine (6.22 g, 67% yield).
References: 1) GJ Clark and L W Deedy, Australian J Chem, (1981), 34, 927. | | References | [1] Patent: US5646286, 1997, A
[2] Patent: US5726315, 1998, A
[3] Chemistry - A European Journal, 2010, vol. 16, # 28, p. 8439 - 8445
[4] Australian Journal of Chemistry, 1981, vol. 34, # 4, p. 927 - 932
[5] Helvetica Chimica Acta, 1988, vol. 71, p. 957 - 963 |
| | 2-Bromo-3-hydroxypyridine Preparation Products And Raw materials |
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