ChemicalBook Product Catalog Pharmaceutical intermediates Heterocyclic compound Pyridine compound Methylpyridine 5-Bromo-2-methylpyridine

5-Bromo-2-methylpyridine

5-Bromo-2-methylpyridine Basic information
Description Referrence
Product Name:5-Bromo-2-methylpyridine
Synonyms:5-broMo-1-Methylpyridine;5--2- MethylpyridinebroMide;2 - Methyl - 5 - broMide pyridine;2-METHYL-5-BROMOPYRIDINE;5-BROMOPICOLINE;3-BROMO-6-METHYLPYRIDINE;5-BROMO-2-METHYLPYRIDINE;3-BROMO-6-PICOLINE
CAS:3430-13-5
MF:C6H6BrN
MW:172.02
EINECS:625-656-0
Product Categories:Pyridines derivates;Bromopyridines;Halopyridines;Pyridine series;blocks;Bromides;Pyridines;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;alkyl bromide;Building Blocks;C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;3430-13-5
Mol File:3430-13-5.mol
5-Bromo-2-methylpyridine Structure
5-Bromo-2-methylpyridine Chemical Properties
Melting point 32-36 °C
Boiling point 74 °C / 17mmHg
density 1.494±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
pka3.59±0.10(Predicted)
color Off-White to Light Yellow
BRN 107324
CAS DataBase Reference3430-13-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-36/37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29333990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
5-Bromo-2-methylpyridine Usage And Synthesis
DescriptionIt is an important intermediate in the organic synthesis, which has many applications, such as pharmaceutical intermediate, organic synthesis, organic solvent, production of dyes, pesticide, and spice. Specifically, this chemical can act as the raw material to prepare 2:2’-dipyridyl and its derivatives.1 Moreover, this compound may be involved in the synthesis of biaryls through a one-pot tandem borylation/Suzuki-Miyaura cross-coupling reaction catalyzed by a palladacycle.2 In addition, 5-bromo-2-methylpyridine has been demonstrated to function as the substrate in a general palladium-catalyzed coupling of aryl bromides/triflates and thiols.3 Besides, this substance can facilitate the synthesis of 5-arylamino-2-picolines via displacement of bromide by anthranilic acid and decarboxylation.4
Referrence
  1. Willink, H. D. T.; Wibaut, J. P., The preparation of 2 : 2'-dipyridyl and some of its derivatives. Recueil Des Travaux Chimiques Des Pays-Bas 1935, 54, 275-283.
  2. Wang, L. H.; Cui, X. L.; Li, J. Y.; Wu, Y. S.; Zhu, Z. W.; Wu, Y. J., Synthesis of Biaryls through a One-Pot Tandem Borylation/Suzuki-Miyaura Cross-Coupling Reaction Catalyzed by a Palladacycle. Eur. J. Org. Chem. 2012, 595-603.
  3. Itoh, T.; Mase, T., A general palladium-catalyzed coupling of aryl bromides/triflates and thiols. Org. Lett. 2004, 6, 4587-4590.
  4. Louis H. Peterson; Tolman, R. L., Reinvestigation of the synthesis of 5-arylamino-2-picolines J. Heterocycl. Chem. 1977.
Chemical PropertiesLight yellow Cryst
Uses5-Bromo-2-picoline is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds.
2-Amino-3,5-dibromo-4,6-dimethylpyridine 3-Bromo-2,4,6-trimethylpyridine 6-AMINO-5-BROMO-2-PICOLINE 2-Amino-3-bromo-6-methyl-5-nitropyridine 5-BROMO-2-METHYLPYRIDINE N-OXIDE Methyl 6-bromonicotinate 3,5-Dibromo-2-methylpyridine 3-Bromo-2,6-dimethylpyridine 5-Bromo-2-pyridinecarbonitrile 2-HYDROXY-3-BROMO-6-PICOLINE 2,6-Dimethyl-3,5-dibromopyridine 2-AMINO-3-NITRO-5-BROMO-6-PICOLINE 3,5-DIBROMO-2,4,6-TRIMETHYLPYRIDINE 5-bromo-2-pyridinecarboxylic acid ethyl ester 4-AMINO-5-BROMO-3-METHYLPYRIDINE 2-FLUORO-3-BROMO-6-PICOLINE 2,3-DIBROMO-6-PICOLINE 2,5,6-Tribromo-3-methylpyridine
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