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2-Bromo-1,10-phenanthroline

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Catalog Number

ACM22426148

Product Name

Structure

CAS

22426-14-8

Product Overview
Usage

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

Exact Mass

257.97926

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

257.97926

Rotatable Bond Count

Topological Polar Surface Area

25.8 Å²

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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CAS
Size
Purity
Price
Quantity
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22426-14-8
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97%
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2,9-Dibutyl-1,10-phenanthroline (85575-93-5)
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