All Photos(1)
Empirical Formula (Hill Notation):
C5H5BrN2
CAS Number:
Molecular Weight:
173.01
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
Related Categories
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
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