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4-Bromo-2-methylpyridine

Product Name
4-Bromo-2-methylpyridine
CAS No.
22282-99-1
Chemical Name
4-Bromo-2-methylpyridine
Synonyms
-4-bromopyridine;4-BROMO-2-PICOLINE;CHEMBRDG-BB 4014101;4-BROMO-2-PICOLINE HCL;4-BROMO-METHYL-PYRIDINE;4-Bromo-2-methylpyridie;4-BROMO-2-METHYLPYRIDINE;2-METHYL-4-BROMOPYRIDINE;4-bormo-2-methylpyridine;4-BroMo-2-Methylpyridine0
CBNumber
CB9425671
Molecular Formula
C6H6BrN
Formula Weight
172.02
MOL File
22282-99-1.mol
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4-Bromo-2-methylpyridine Property

Melting point:
26-27°
Boiling point:
76 °C / 14mmHg
Density 
1.450 g/mL at 25 °C
refractive index 
n 20/D 1.556
Flash point:
174 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Dichloromethane
form 
Pale Yellow Liquid
pka
4.38±0.10(Predicted)
color 
Colorless to Light yellow to Light orange
Water Solubility 
Miscible with dichloromethane. Immiscible with water.
InChI
InChI=1S/C6H6BrN/c1-5-4-6(7)2-3-8-5/h2-4H,1H3
InChIKey
JFBMFWHEXBLFCR-UHFFFAOYSA-N
SMILES
C1(C)=NC=CC(Br)=C1
CAS DataBase Reference
22282-99-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-37/38-41-36/37/38-20/21/22
Safety Statements 
26-36/39-36
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333990
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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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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

Sigma-Aldrich
Product number
662739
Product name
4-Bromo-2-methylpyridine
Purity
96%
Packaging
1g
Price
$48.22
Updated
2025/07/31
Sigma-Aldrich
Product number
662739
Product name
4-Bromo-2-methylpyridine
Purity
96%
Packaging
250mg
Price
$54.7
Updated
2023/06/20
TCI Chemical
Product number
B3279
Product name
4-Bromo-2-methylpyridine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$36
Updated
2025/07/31
TCI Chemical
Product number
B3279
Product name
4-Bromo-2-methylpyridine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$108
Updated
2025/07/31
TRC
Product number
B685560
Product name
4-Bromo-2-picoline
Packaging
2g
Price
$195
Updated
2021/12/16
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4-Bromo-2-methylpyridine Chemical Properties,Usage,Production

Chemical Properties

Light yellow liquid

Uses

4-Bromo-2-methylpyridine is used as a starting material in the preparation of crown-ester-bipyridines and viologens through sodium or nickel reductive coupling, side chain oxidation and esterification. Further, it serves as an important raw material and intermediate in organic synthesis, pharmaceuticals, agrochemicals and in dyes.

Uses

4-Bromo-2-methylpyridine is a starting material used in a synthesis of crown-ester-bipyridines and viologens via sodium or nickel reductive coupling, side chain oxidation and esterification.

Uses

Used in the preparation of phenyloxadiazolyl pyridines as immunomodulating agents.

Synthesis

18437-58-6

22282-99-1

2-Methyl-4-aminopyridine (152) (10.1 g, 93.4 mmol) was used as a raw material, which was dissolved in 48% aqueous hydrobromic acid (165 mL) at -10°C and stirred to form a solution. An aqueous solution of sodium nitrite (7.04 g, 0.102 mol) pre-cooled to 0°C (165 mL) was added dropwise to this solution over a period of 0.5 hours. After the dropwise addition, the reaction mixture was slowly warmed to room temperature and stirring was continued for 16 hours. Upon completion of the reaction, the reaction mixture was diluted with 4 M sodium hydroxide solution (400 mL) and subsequently extracted with tert-butyl methyl ether (TBME). All TBME phases were combined, dried with anhydrous magnesium sulfate and finally concentrated under vacuum to give the target product 4-bromo-2-methylpyridine (153). Yield: 14.8 g (92% yield).LC/MS analysis: retention time 0.57 min, mass spectrum (ES+) m/z 172, 174 ([M+H]+).

References

[1] Patent: WO2008/57497, 2008, A2. Location in patent: Page/Page column 292
[2] Patent: WO2007/89669, 2007, A2. Location in patent: Page/Page column 203-204
[3] Patent: WO2008/57469, 2008, A1. Location in patent: Page/Page column 292
[4] Patent: WO2008/57468, 2008, A1. Location in patent: Page/Page column 292
[5] Patent: WO2004/14913, 2004, A2. Location in patent: Page 81-82

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4-Bromo-2-methylpyridine Suppliers

Synchem OHG
Tel
+49 5662 408730
Fax
+49 5662 4087320
Email
info@synchem.de
Country
Germany
ProdList
4705
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Toroma Organics Ltd
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Germany
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Toroma GmbH
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info@toroma.eu
Country
Germany
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Prime Molecular Ltd.
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wangfeng@prime-molecular.com
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Germany
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ABCR GmbH & CO. KG
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Germany
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PARAGOS
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Service Chemical Inc.
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sales@chemos-group.com
Country
Germany
ProdList
6350
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View Lastest Price from 4-Bromo-2-methylpyridine manufacturers

Watson Biotechnology Co.,Ltd
Product
4-Bromo-2-methylpyridine 22282-99-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100KG
Release date
2024-10-09
Shaanxi Dideu New Materials Co. Ltd
Product
4-Bromo-2-methylpyridine 22282-99-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-04-02
Henan Fengda Chemical Co., Ltd
Product
4-Bromo-2-methylpyridine 22282-99-1
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08

22282-99-1, 4-Bromo-2-methylpyridineRelated Search:


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  • C6H6BrNHCl
  • Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Pyridines
  • Building Blocks
  • C5 to C6
  • C6 to C7
  • Chemical Synthesis
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Bromopyridines
  • Halopyridines
  • pharmacetical
  • Aromatics
  • Boronic Acid
  • Pyridine Series
  • Halides
  • Heterocycles
  • Pyridine
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Heterocyclic Series
  • Pyridines
  • Organohalides
  • Aromatics Compounds