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263354

Sigma-Aldrich

2-Bromo-5-methylpyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C6H6BrN
CAS Number:
Molecular Weight:
172.02
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

bp

95-96 °C/12.5 mmHg (lit.)

mp

41-43 °C (lit.)

functional group

bromo

SMILES string

Cc1ccc(Br)nc1

InChI

1S/C6H6BrN/c1-5-2-3-6(7)8-4-5/h2-4H,1H3

InChI key

YWNJQQNBJQUKME-UHFFFAOYSA-N

Application

2-Bromo-5-methylpyridine has been used as starting reagent for the synthesis of:
  • 5,5′-dimethyl-2,2′-bipyridine
  • 5-methyl-2,2′:6′,2″-terpyridine
  • 5-bromo-5″-methyl-2,2′:6′,2″-terpyridine

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

217.4 °F - closed cup

flash_point_c

103 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Synthesis of two covalently linked bis (2, 2': 6', 2''-terpyridine)(terpy) chelating ligands with different length spacers, comparison of the crystal structures of their mononuclear nickel (II) complexes, and kinetic and mechanistic studies of the reaction of one ligand with [Fe (terpy) 2] 2+.
Priimov GU, et al.
J. Chem. Soc., Dalton Trans., 4, 445-449 (2000)
Synthesis of a novel ditopic ligand incorporating directly bonded 1, 10-phenanthroline and 2, 2': 6', 2 ?-terpyridine units.
Gavi?a P and Tatay S.
Tetrahedron Letters, 47(20), 3471-3473 (2006)
High yield synthesis of 5, 5'-dimethyl-2, 2'-bipyridine and 5, 5 ?-dimethyl-2, 2': 6', 2 ?-terpyridine and some bisfunctionalization reactions using N-bromosuccinimide.
Schubert US, et al.
Synthesis, 1999(5), 779-782 (1999)
Ben Yiu-Wing Wong et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(42), 15095-15106 (2016-09-07)
A series of air-stable spiro-fused ladder-type boron(III) compounds has been designed, synthesized, and the electrochemistry and photophysical behavior have been characterized. By simply varying the substituents on the pyridine ring and extending the π-conjugation of the spiro framework, the emission

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