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Atomfair 5,5′-Dibromo-2,2′-bipyridine C10H6Br2N2 CAS 15862-18-7

5,5′-Dibromo-2,2′-bipyridine (CAS No. 15862-18-7) is a high-purity halogenated bipyridine compound with the molecular formula C10H6Br2N2. This heterocyclic aromatic compound features two pyridine rings bridged at the 2,2′-positions, each substituted with a bromine atom at the 5-position, offering exceptional reactivity for cross-coupling reactions and metal coordination. Its rigid planar structure and electron-deficient nature make it a valuable ligand in catalysis, supramolecular chemistry, and materials science. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for synthesizing transition metal complexes, organic semiconductors, and pharmaceutical intermediates. Store in a cool, dry place under inert conditions to ensure stability.

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Description

5,5′-Dibromo-2,2′-bipyridine (CAS No. 15862-18-7) is a high-purity halogenated bipyridine compound with the molecular formula C10H6Br2N2. This heterocyclic aromatic compound features two pyridine rings bridged at the 2,2′-positions, each substituted with a bromine atom at the 5-position, offering exceptional reactivity for cross-coupling reactions and metal coordination. Its rigid planar structure and electron-deficient nature make it a valuable ligand in catalysis, supramolecular chemistry, and materials science. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for synthesizing transition metal complexes, organic semiconductors, and pharmaceutical intermediates. Store in a cool, dry place under inert conditions to ensure stability.

Properties

  • CAS Number: 15862-18-7
  • Complexity: 169
  • IUPAC Name: 5-bromo-2-(5-bromo-2-pyridyl)pyridine
  • InChI: InChI=1S/C10H6Br2N2/c11-7-1-3-9(13-5-7)10-4-2-8(12)6-14-10/h1-6H
  • InChI Key: JNWPRPLNUUMYCM-UHFFFAOYSA-N
  • Exact Mass: 313.88772
  • Molecular Formula: C10H6Br2N2
  • Molecular Weight: 313.98
  • SMILES: C1=CC(=NC=C1Br)C2=NC=C(C=C2)Br
  • Topological: 25.8
  • Monoisotopic Mass: 311.88977
  • Synonyms: 5,5′-DIBROMO-2,2′-BIPYRIDINE, 15862-18-7, DTXSID90447824, DTXCID90398645, 5,5′-DIBROMO-2,2′-BIPYRIDYL, 2,2′-Bipyridine, 5,5′-dibromo-, 5-bromo-2-(5-bromopyridin-2-yl)pyridine, MFCD06657883, 5-Bromo-2-(5-bromo-2-pyridyl)pyridine, SCHEMBL40864, YSWG112, JNWPRPLNUUMYCM-UHFFFAOYSA-N, 5,5′-dibromo-[2,2′]bipyridine, 5,5/’-Dibromo-2,2/’-bipyridyl, BBL103930, STL557740, AKOS005064457, AB25719, CS-W004618, DA-37893, DS-17281, SY055349, D4358, F21365, 5,5 inverted exclamation mark -Dibromo-2,2 inverted exclamation mark -bipyridyl

Application

5,5′-Dibromo-2,2′-bipyridine serves as a key precursor in Suzuki-Miyaura and Stille cross-coupling reactions to construct conjugated polymers for OLEDs. It is widely employed as a chelating ligand for ruthenium and iridium complexes in photoredox catalysis. Researchers also utilize it to develop metal-organic frameworks (MOFs) with tailored luminescent properties.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

  • P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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Certain molecules may be protected by active patents or regulatory restrictions.

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  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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