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2-Bromo-1,10-phenanthroline
Catalog Number
ACM22426148
Product Name
2-Bromo-1,10-phenanthroline
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/22426-14-8.gif)
CAS
22426-14-8
Synonyms
1,10-Phenanthroline, 2-bromo-
IUPAC Name
2-bromo-1,10-phenanthroline
Molecular Weight
259.10
Molecular Formula
C12H7BrN2
Canonical SMILES
C1=CC2=C(C3=C(C=C2)C=CC(=N3)Br)N=C1
InChI
ZRJUDAZGVGIDLP-UHFFFAOYSA-N
InChI Key
InChI=1S/C12H7BrN2/c13-10-6-5-9-4-3-8-2-1-7-14-11(8)12(9)15-10/h1-7H
Boiling Point
414.3±25.0 °C(Predicted)
Melting Point
161-165 °C
Purity
97%
Appearance
Solid
Complexity
234
Covalently-Bonded Unit Count
1
Exact Mass
257.97926
H-Bond Acceptor
2
Heavy Atom Count
15
Monoisotopic Mass
257.97926
Rotatable Bond Count
0
Topological Polar Surface Area
25.8 Ų
Application
2-Bromo-1,10-phenanthroline is designed to serve as a valuable compound in various chemical synthesis applications, particularly due to its versatile brominated structure. Its synthesis follows a well-established method developed by Baran and colleagues, which involves a two-step protocol. Initially, N-oxide formation is achieved using m-chloroperoxybenzoic acid, followed by bromination with tetrabutylammonium bromide and p-toluenesulfonic anhydride. This precise sequence ensures the effective introduction of the bromine atom, enhancing the compound's utility in the development of novel materials and as a critical intermediate in complex organic syntheses.
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