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| CAS No.: | 6602-32-0 |
|---|---|
| Name: | 2-Bromo-3-hydroxypyridine |
| Article Data: | 20 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H4BrNO |
| Molecular Weight: | 173.997 |
| Synonyms: | 3-Pyridinol, 2-bromo-;2-Bromo-3-pyridinol;2-Bromopyridin-3-ol;3-Hydroxy-2-bromopyridine; |
| EINECS: | 229-547-5 |
| Density: | 1.788 g/cm3 |
| Melting Point: | 185-188 °C(lit.) |
| Boiling Point: | 321.7 °C at 760 mmHg |
| Flash Point: | 148.4 °C |
| Solubility: | Soluble in alcohol. Insoluble in water. |
| Appearance: | Light brown to grey crystalline powder |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 36/37/38-20/21/22 |
| Safety: | 26-36-24/25 |
| PSA: | 33.12000 |
| LogP: | 1.54970 |
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- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 24100-18-3
2-bromo-3-methoxypyridine
- 6602-32-0
2-bromo-pyridin-3-ol
| Conditions | Yield |
|---|---|
| With hydrogen bromide In dichloromethane at 140℃; Inert atmosphere; | 94% |
| Conditions | Yield |
|---|---|
| With bromine; sodium hydroxide In water at -10 - 20℃; for 3h; | 75% |
| With bromine; sodium hydroxide In water at -10 - 20℃; for 3h; Temperature; | 75% |
| With bromine; acetic acid In sodium hydroxide | 67% |
- 109-00-2
3-HYDROXYPYRIDINE
A
- 6602-32-0
2-bromo-pyridin-3-ol
B
- 6602-33-1
2,6-dibromopyridin-3-ol
C
- 129611-31-0
2,4-Dibromo-3-hydroxypyridine
| Conditions | Yield |
|---|---|
| With sodium hydroxide; bromine In water for 3h; | A 68% B n/a C n/a |
| With bromine; sodium hydroxide In water for 24h; Cooling with ice; | A 16% B 18% C 7% |
| With sodium hydroxide; bromine In water for 3h; Product distribution; other reaction conditions; |
- 6602-32-0
2-bromo-pyridin-3-ol
| Conditions | Yield |
|---|---|
| With lithium diisopropyl amide In tetrahydrofuran at 23℃; for 0.5h; | 57% |
| Conditions | Yield |
|---|---|
| With bromine In sodium hydroxide; water; ethyl acetate | A n/a B 29% |
| Stage #1: 3-HYDROXYPYRIDINE With bromine; sodium hydroxide In water at 0℃; for 1.5h; Stage #2: With hydrogenchloride In water pH=2; Stage #3: In hexane; ethyl acetate for 72h; | A n/a B 20% |
- 15128-82-2
3-hydroxy-2-nitropyridine
- 6602-32-0
2-bromo-pyridin-3-ol
| Conditions | Yield |
|---|---|
| With phosphorus tribromide |
- 74037-50-6
3-ethoxy-2-nitropyridine
- 6602-32-0
2-bromo-pyridin-3-ol
| Conditions | Yield |
|---|---|
| With water; hydrogen bromide; acetic acid at 130℃; unter Druck; |
- 38729-14-5
2-nitro-1-oxy-pyridin-3-ol
- 6602-32-0
2-bromo-pyridin-3-ol
| Conditions | Yield |
|---|---|
| With chloroform; phosphorus tribromide |
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Specification
The 2-Bromo-3-hydroxypyridine, with the CAS registry number 6602-32-0, is also known as 2-Bromo-3-pyridinol. It belongs to the product categories of Blocks; Bromides; Pyridines; Pyridine; Pyridine Series; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivatives; Halides; API intermediates; Bromopyridines; Halopyridines; Boronic Acid. Its EINECS number is 207-857-1. This chemical's molecular formula is C5H4BrNO and molecular weight is 174.00. What's more, its systematic name is 2-bromopyridin-3-ol. It should be sealed and stored in a cool and dry place. Moreover, it should be protected from light. It is used in organic synthesis.
Physical properties of 2-Bromo-3-hydroxypyridine are: (1)ACD/LogP: 1.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.64; (4)ACD/LogD (pH 7.4): 0.96; (5)ACD/BCF (pH 5.5): 10.25; (6)ACD/BCF (pH 7.4): 2.13; (7)ACD/KOC (pH 5.5): 181.48; (8)ACD/KOC (pH 7.4): 37.75; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 22.12 Å2; (13)Index of Refraction: 1.614; (14)Molar Refractivity: 33.91 cm3; (15)Molar Volume: 97.2 cm3; (16)Polarizability: 13.44×10-24cm3; (17)Surface Tension: 56.7 dyne/cm; (18)Density: 1.788 g/cm3; (19)Flash Point: 148.4 °C; (20)Enthalpy of Vaporization: 58.6 kJ/mol; (21)Boiling Point: 321.7 °C at 760 mmHg; (22)Vapour Pressure: 0.000155 mmHg at 25°C.
Preparation: this chemical can be prepared by pyridin-3-ol at the temperature of 20 °C. This reaction will need reagents Br2, HCl and solvent aq. NaOH. The yield is about 52%.
Uses of 2-Bromo-3-hydroxypyridine: it can be used to produce 2-bromo-3-isopropoxypyridine at the temperature of 80 °C. It will need reagent K2CO3 and solvent dimethylformamide with the reaction time of 2 hours. The yield is about 99%.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing and must avoid contact with eyes.
You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ncccc1O
(2)Std. InChI: InChI=1S/C5H4BrNO/c6-5-4(8)2-1-3-7-5/h1-3,8H
(3)Std. InChIKey: YKHQFTANTNMYPP-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 320mg/kg (320mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04679. |