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Sigma-Aldrich

2-Bromo-6-methylpyridine

98%

Synonym(s):

2-Bromo-6-picoline, 2-Methyl-6-bromopyridine, 6-Bromo-2-methylpyridine, 6-Bromo-2-picoline, 6-Methyl-2-bromopyridine

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About This Item

Empirical Formula (Hill Notation):
C6H6BrN
CAS Number:
5315-25-3
Molecular Weight:
172.02
EC Number:
226-173-4
MDL number:
MFCD00040743
UNSPSC Code:
12352100
PubChem Substance ID:
24866838
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.562 (lit.)

bp

102-103 °C/20 mmHg (lit.)

density

1.512 g/mL at 25 °C (lit.)

SMILES string

Cc1cccc(Br)n1

InChI

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

InChI key

SOHDPICLICFSOP-UHFFFAOYSA-N

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General description

2-Bromo-6-methylpyridine is a bromopyridine derivative. It is formed when 2-chloro-6-methylpyridine is heated with bromotrimethylsilane. Its synthesis from various methods have been reported.

Application

2-Bromo-6-methylpyridine may be used in the synthesis of the following:
  • 6,6′-dimethyl-2,2′-bipyridine
  • 6-methyl-2-pyridyl-2-pyridylmethanone
  • 2-methyl-6-(trimethylsilyl)-pyridine
  • N,N′-bis-(6-methylpyrid-2-yl)-(1R,2R)-1,2- diaminocyclohexane (cydiampy)
  • 2-methyl-6-(trimethylstannanyl)pyridine
  • 2-(6-methylpyridin-2-yl)propan-2-ol
  • bis[(2-bromo-6-methylpyridinium)hexafluorosilicate] monohydrate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

206.6 °F - closed cup

Flash Point(C)

97 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Block copolymers with bipyridine containing segments: Synthesis and self-organization by Cu (I) complexation.
2Eisenbach CD, et al.
Macromolecular Chemistry and Physics, 196(4), 1077-1091 (1995)
Catalytic Asymmetric Synthesis of Bis-armed Aromatic Amino Acid Derivatives. Problems Related to the Synthesis of Enantiomerically Pure Bis-methyl Ester of the (S,S)-Pyridine-2,6-diyl Bis-alanine.
Basu B and FrejdT T.
Acta Chemica Scandinavica, 50, 316-322 (1996)
Nickel complexes with new bidentate P,N phosphinitooxazoline and-pyridine ligands: Application for the catalytic oligomerization of ethylene.
Speiser F, et al.
Inorganic Chemistry, 43(5), 1649-1658 (2004)
Synthesis of Dimethylbipyridines by the Reductive Coupling of 2-Halomethylpyridines with Nickel Catalyst.
Rajalakshmanan E and Alexander V.
Synthetic Communications, 35(6), 891-895 (2005)
Preparation, structure and properties of pyridinium/bipyridinium hexafluorosilicates.
Gelmboldt VO, et al.
Journal of Fluorine Chemistry, 160, 57-63 (2014)
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