Skip to Content
Merck
All Photos(3)

Key Documents

B80100

Sigma-Aldrich

2-Bromopyridine

99%

Synonym(s):

β-Bromopyridine, 2-Pyridyl bromide, Pyridin-2-yl bromide, o-Bromopyridine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H4BrN
CAS Number:
Molecular Weight:
158.00
Beilstein:
105789
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.572 (lit.)

bp

192-194 °C (lit.)

density

1.657 g/mL at 25 °C (lit.)

SMILES string

Brc1ccccn1

InChI

1S/C5H4BrN/c6-5-3-1-2-4-7-5/h1-4H

InChI key

IMRWILPUOVGIMU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

2-Bromopyridine is an organic compound that is widely used as a building block in organic synthesis. It is also used as intermediate for the synthesis of Pyridine derivatives.

Application

2-Bromopyridine can be used as:
  • A building block in the formation of C−N bond by various cross coupling reactions.
  • A reactant in Negishi cross-coupling reaction with aryl halides catalyzed by palladium.
  • A reactant in the synthesis of 2′-pyridyldifluoroacetate with ethyl bromodifluoroacetate in presence of copper as a catalyst.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

195.1 °F - closed cup

Flash Point(C)

90.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Amino acid promoted CuI-catalyzed C-N bond formation between aryl halides and amines or N-containing heterocycles.
Zhang H, et al.
The Journal of Organic Chemistry, 70(13), 5164-5173 (2005)
Nicolas Großmann et al.
Dalton transactions (Cambridge, England : 2003), 45(45), 18365-18376 (2016-11-05)
Recently, research has revealed that molecules can be used to steer the local spin properties of ferromagnetic surfaces. One possibility to manipulate ferromagnetic-metal-molecule interfaces in a controlled way is to synthesize specific, non-magnetic molecules to obtain a desired interaction with
A Versatile and Efficient Ligand for Copper-Catalyzed Formation of C-N, C-O, and P-C Bonds: Pyrrolidine-2-Phosphonic Acid Phenyl Monoester.
Rao H, et al.
Chemistry?A European Journal , 12(13), 3636-3646 (2006)
Synthesis of 2, 2?-Bipyridines: Versatile Building Blocks for Sexy Architectures and Functional Nanomaterials
GR Newkome, et al.
European Journal of Organic Chemistry, 2004, 235-254 (2004)
Synthesis of solid 2-pyridylzinc reagents and their application in Negishi reactions.
Colombe JR, et al.
Organic Letters, 15(22), 5754-5757 (2013)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service