ChemicalBook > CAS DataBase List > 2-Bromo-5-hydroxypyridine

2-Bromo-5-hydroxypyridine

Product Name: 2-Bromo-5-hydroxypyridine
CAS No.: 55717-45-8
Chemical Name: 2-Bromo-5-hydroxypyridine
Synonyms: 6-Brompyridin-3-ol;6-Bromo-3-pyridinol;3-Pyridinol, 6-bromo-;6-BORANYLPYRIDIN-3-OL;2-BroMo-5-hydnxypyridine;5-HYDROXY-2-BROMOPYRIDINE;2-BROMO-5-HYDROXYPYRIDINE;6-BROMO-3-HYDROXYPYRIDINE;2-Bromo-5-hydroxypyridine >2-Bromo-5-hydroxypyridine,95%
CBNumber: CB3725944
Molecular Formula: C5H4BrNO
Formula Weight: 174
MOL File: 55717-45-8.mol

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2-Bromo-5-hydroxypyridine Property

Melting point:: 135.5-136.5°C
Boiling point:: 373.0±22.0 °C(Predicted)
Density: 1.788±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: powder to crystal
pka: 8.69±0.10(Predicted)
color: White to Almost white
Water Solubility: Slightly soluble in water.
InChI: InChI=1S/C5H4BrNO/c6-5-2-1-4(8)3-7-5/h1-3,8H
InChIKey: PTEFNEALEPSHLC-UHFFFAOYSA-N
SMILES: C1=NC(Br)=CC=C1O
CAS DataBase Reference: 55717-45-8(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-37
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: B3657
Product name: 2-Bromo-5-hydroxypyridine
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $19
Updated: 2025/07/31

TCI Chemical

Product number: B3657
Product name: 2-Bromo-5-hydroxypyridine
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $38
Updated: 2025/07/31

TRC

Product number: B686795
Product name: 6-Bromo-3-pyridinol
Packaging: 1g
Price: $120
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK372269
Product name: 2-Bromo-5-hydroxypyridine
Purity: 98%
Packaging: 5g
Price: $128
Updated: 2021/12/16

ChemScene

Product number: CS-D0986
Product name: 6-bromopyridin-3-ol
Purity: 99.95%
Packaging: 100g
Price: $160
Updated: 2021/12/16

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2-Bromo-5-hydroxypyridine Chemical Properties,Usage,Production

Chemical Properties

Light yellow Cryst

Uses

It is used as an active pharmaceutical intermediate and in the coupling reactions with halo aromatic amines and alcohols for a practical synthetic route to 2-substituted amino phenyl and hydroxyphenyl pyridines.

Uses

6-Bromo-3-pyridinol is a pyridine derivative that was shown exhibit antioxidant properties.

Synthesis

624-28-2

55717-45-8

To a 250 mL three-necked flask equipped with a mechanical stirrer, thermocouple, and nitrogen inlet, 2,5-dibromopyridine (9.98 g, 42.1 mmol) was added to 53 mL of anhydrous THF under a nitrogen atmosphere and dissolved to form a light tan solution. An ether solution (23 mL) of 2 M isopropylmagnesium chloride (i-PrMgCl) was slowly added via syringe over 3 min. The reaction mixture was transformed into a brown suspension when about 50% of Grignard reagent was added. The addition of i-PrMgCl triggered an exothermic reaction and the temperature was raised to 36 °C. After 90 min of continuous stirring, the suspension was cooled to 2 °C and trimethylborate (B(OMe)3) was rapidly added via syringe. The reaction was exothermic to 6 °C, followed by removal of the ice bath. After stirring overnight, glacial acetic acid (3.79 g) was added to dissolve all solids to form a dark brown solution. The solution was cooled in an ice bath and 5.25 g of 30% hydrogen peroxide solution was slowly added dropwise, with the rate of dropwise acceleration controlled to keep the reaction temperature from exceeding 12 °C. The reaction was then heated to 6 °C with stirring overnight. After the dropwise addition, stirring was continued for 90 minutes, followed by the addition of ether (150 mL) and water (100 mL) for extraction. The aqueous layer was separated and further extracted with ether (2 x 100 mL). The organic phases were combined and washed sequentially with 100 mL of 10% sodium bisulfite solution and brine. The organic phase was dried over anhydrous magnesium sulfate (MgSO4) and concentrated by rotary evaporation to a brown oil, which solidified on standing to give a brown solid (7.95 g). The crude product was adsorbed on 15 g Celite and purified by rapid column chromatography using a 220 g silica gel column with hexane/ethyl acetate gradient elution. The target fraction was collected and evaporation of the solvent gave 4.81 g of off-white solid product in 66% yield. The nuclear magnetic resonance (NMR) spectrum of the product was consistent with that of the 6-bromo-3-pyridinol standard.1H NMR (DMSO-d6, 400 MHz) δ 10.24 (s, 1H), 7.94 (d, J = 3.0 Hz, 1H), 7.42 (d, J = 8.6 Hz, 1H), 7.17 (dd, J = 3.0, 8.6 Hz, 1H); 13C NMR (DMSO-d6, 101 MHz) δ 153.74, 138.13, 129.30, 128.14, 126.21.

References

[1] Patent: WO2017/87597, 2017, A1. Location in patent: Page/Page column 4; 5
[2] Patent: WO2017/87619, 2017, A1. Location in patent: Page/Page column 5; 6
[3] Patent: WO2017/87643, 2017, A1. Location in patent: Page/Page column 5; 6
[4] ChemPlusChem, 2017, vol. 82, # 5, p. 758 - 769
[5] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 23, p. 5835 - 5839

2-Bromo-5-hydroxypyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Bromo-5-hydroxypyridine manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 2-Bromo-5-hydroxypyridine 55717-45-8
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-08

Henan Fengda Chemical Co., Ltd

Product: 6-Brompyridin-3-ol 55717-45-8
Price: US $200.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-01-02

Shanghai Rlavie Technology Co ltd

Product: 2-Bromo-5-hydroxypyridine 55717-45-8
Price: US $0.00-0.00/KG
Min. Order: 1g
Purity: 98%min
Supply Ability: 100kgs/month
Release date: 2021-11-27

55717-45-8, 2-Bromo-5-hydroxypyridineRelated Search:

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6-BORANYLPYRIDIN-3-OL

2-BROMO-5-HYDROXYPYRIDINE ,98%

6-Bromo-3-pyridinol

2-BroMo-5-hydnxypyridine

6-BROMO-3-HYDROXYPYRIDINE

2-BroMo-5-hydroxypyridine, 97+%

2-Bromo-5-hydroxypyridine,95%

2-BROMO-5-HYDROXYPYRIDINE

5-HYDROXY-2-BROMOPYRIDINE

2-Bromo-5-hydroxypyridine &gt

3-Pyridinol, 6-bromo-

2-Bromo-5-hydroxypyridine ISO 9001：2015 REACH

6-Brompyridin-3-ol

55717-45-8

Heterocycle-Pyridine series

Pyridine Series

Boronic Acid

Pyridines

Pyridine

Pyridines, Pyrimidines, Purines and Pteredines

blocks

Bromides