Skip to Content
Merck
All Photos(1)

Documents

552844

Sigma-Aldrich

3-Amino-6-bromopyridine

97%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H5BrN2
CAS Number:
Molecular Weight:
173.01
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

74-76 °C (lit.)

SMILES string

Nc1ccc(Br)nc1

InChI

1S/C5H5BrN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2

InChI key

XTHKRYHULUJQHN-UHFFFAOYSA-N

General description

3-Amino-6-bromopyridine can be synthesized via bromination of 3-aminopyridine using N-bromosuccinimide in acetonitrile.

Application

3-Amino-6-bromopyridine may undergo polymerization via Buchwald–Hartwig amination in the presence of sodium tert-butoxide and XPhos(2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl) ligand yielding para-linked and meta-linked polyaminopyridines.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

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

Visit the Document Library

Metal-Catalyzed Cross-Coupling Reactions of Aminopyridines
Pires D.J M, et al.
European Journal of Organic Chemistry, 2015(33), 7197-7234 (2015)
Mild regioselective halogenation of activated pyridines with N-bromosuccinimide
Canibano Victoria, et al.
Synthesis, 2001(14), 2175-2179 (2001)

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