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3-Bromo-2-hydroxypyridine

Product Name
3-Bromo-2-hydroxypyridine
CAS No.
13466-43-8
Chemical Name
3-Bromo-2-hydroxypyridine
Synonyms
3-BROMO-2-PYRIDONE;3-BROMO-2-PYRIDINOL;IFLAB-BB F1371-0174;3-BROMO-PYRIDIN-2-OL;3-Bromo-2(1H)-pyridone;3-bromo pyridin-2H -one;3-BROMO-2(1H)-PYRIDINONE;3-bromo-1H-pyridin-2-one;2-hydro-3-bromo pyridine;3-BROMO-2-HYDROXYPYRIDINE
CBNumber
CB4747158
Molecular Formula
C5H4BrNO
Formula Weight
174
MOL File
13466-43-8.mol
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3-Bromo-2-hydroxypyridine Property

Melting point:
179-183 °C
Boiling point:
336.6±42.0 °C(Predicted)
Density 
1.776±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
10.53±0.10(Predicted)
form 
Crystalline Powder
color 
White to off-white
Water Solubility 
Slightly soluble in water.
BRN 
109846
InChI
InChI=1S/C5H4BrNO/c6-4-2-1-3-7-5(4)8/h1-3H,(H,7,8)
InChIKey
YDUGVOUXNSWQSW-UHFFFAOYSA-N
SMILES
C1(=O)NC=CC=C1Br
CAS DataBase Reference
13466-43-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-41-37/38-22
Safety Statements 
26-36-39
WGK Germany 
3
HS Code 
29337900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
686387
Product name
3-Bromo-2-hydroxypyridine
Purity
97%
Packaging
1g
Price
$124
Updated
2023/06/20
TCI Chemical
Product number
B2330
Product name
3-Bromo-2-hydroxypyridine
Purity
>97.0%(GC)
Packaging
5g
Price
$88
Updated
2025/07/31
TCI Chemical
Product number
B2330
Product name
3-Bromo-2-hydroxypyridine
Purity
>97.0%(GC)
Packaging
25g
Price
$264
Updated
2025/07/31
Usbiological
Product number
160464
Product name
3-Bromo-2-hydroxypyridine
Packaging
1g
Price
$403
Updated
2021/12/16
TRC
Product number
B684555
Product name
3-Bromo-2-hydroxypyridine
Packaging
1g
Price
$120
Updated
2021/12/16
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3-Bromo-2-hydroxypyridine Chemical Properties,Usage,Production

Chemical Properties

Light yellow powder

Uses

3-Bromo-2-hydroxypyridine is used in the synthesis of pyrazolopyridines as γ-secratase modulators.

Uses

3-Bromo-2-hydroxypyridine is sued as an active ingredient pharmaceuticals, in medicine.

Synthesis

13534-99-1

13466-43-8

The general procedure for the synthesis of 3-bromo-2-hydroxypyridine from 2-amino-3-bromopyridine was as follows: sodium nitrite (24.2 g, 0.35 mol, 4.84 eq.) was dissolved in water (175 mL) at 0 °C and slowly added dropwise to a solution containing 2-amino-3-bromopyridine (12.5 g, 72.4 mmol) and sulfuric acid (35 mL, 0.66 mol , 9.10 eq.) in a solution of water (175 mL). The reaction mixture was stirred at 0 °C for 1 hour. Subsequently, the reaction mixture was neutralized with sodium hydroxide solution to pH=7. The neutralized solution was extracted with chloroform (3 x 200 mL), the organic phases were combined and washed with brine (200 mL), dried over magnesium sulfate, filtered and concentrated in vacuum to afford the milky white solid product 3-bromo-2-hydroxypyridine (11.3 g, 90% yield). The product was characterized as follows: melting point 183 °C; IR (pure) νmax 3339, 3105, 2991, 2942, 1776, 1650, 1610, 1464 cm-1; 1H NMR (500 MHz, CDCl3) δ 7.87 (dd, J = 7.3, 1.9 Hz, 1H), 7.49 (dd, J = 6.4, 1.9 Hz, 1H), 6.24 (dd, J = 7.3, 6.4 Hz, 1H) ppm; 13C NMR (125 MHz, CDCl3) δ 161.9, 143.9, 134.4, 115.7, 107.7 ppm; HRMS (ESI) m/z [M + Na]+ Calculated value: 195.9369, measured value: 195.9373 (deviation +2.07 ppm).

References

[1] Organic Letters, 2016, vol. 18, # 13, p. 3106 - 3109
[2] Synthesis (Germany), 2016, vol. 48, # 20, p. 3575 - 3588

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

Raw materials

Preparation Products

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3-Bromo-2-hydroxypyridine Suppliers

Specs
Tel
--
Fax
--
Email
info@specs.net
Country
The Netherlands
ProdList
6833
Advantage
70
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View Lastest Price from 3-Bromo-2-hydroxypyridine manufacturers

Dideu Industries Group Limited
Product
3-Bromo-2-hydroxypyridine 13466-43-8
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-09-24
Career Henan Chemical Co
Product
3-Bromo-2-hydroxypyridine 13466-43-8
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg; 10kg; 100kg
Release date
2019-08-30

13466-43-8, 3-Bromo-2-hydroxypyridineRelated Search:


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  • Bromopyridines
  • Halopyridines
  • alkyl bromide| alcohol
  • Building Blocks
  • C5
  • C5 to C6
  • Chemical Synthesis
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Bromopyridines
  • Halopyridines
  • Pyridines
  • Pyridine
  • Pyridine Series