Description

4,4′-Diamino-2,2′-bipyridine (CAS No. 18511-69-8) is a high-purity bipyridine derivative with the molecular formula C₁₀H₁₀N₄. This compound, also known by its IUPAC name 2-(4-aminopyridin-2-yl)pyridin-4-amine, is a versatile bidentate ligand widely used in coordination chemistry and materials science. Its rigid bipyridine scaffold and dual amino functional groups make it an excellent building block for synthesizing metal-organic frameworks (MOFs), catalysts, and luminescent materials. The product is supplied as a fine crystalline powder with ≥98% purity, ensuring optimal performance in research and industrial applications. Suitable for use in organic synthesis, photochemistry, and as a precursor for advanced polymeric materials.

Properties

• CAS Number: 18511-69-8
• Complexity: 165
• IUPAC Name: 2-(4-amino-2-pyridyl)pyridin-4-amine
• InChI: InChI=1S/C10H10N4/c11-7-1-3-13-9(5-7)10-6-8(12)2-4-14-10/h1-6H,(H2,11,13)(H2,12,14)
• InChI Key: WTHJTVKLMSJXEV-UHFFFAOYSA-N
• Exact Mass: 186.090546336
• Molecular Formula: C10H10N4
• Molecular Weight: 186.21
• SMILES: C1=CN=C(C=C1N)C2=NC=CC(=C2)N
• Topological: 77.8
• Monoisotopic Mass: 186.090546336
• Synonyms: 18511-69-8, 4,4′-diamino-2,2′-bipyridine, 806-945-2, [2,2′-Bipyridine]-4,4′-diamine, 4,4′-diamino-2,2′-bipyridyl, 2-(4-aminopyridin-2-yl)pyridin-4-amine, MFCD08704188, (NH2)2bpy, 4,4/’-DIAMINO-2,2/’-BIPYRIDINE, 2-(4-Amino-2-pyridyl)pyridin-4-amine, [2,2′-Bipyridine]-4,4′-diamine; 4,4′-Diamino-2,2′-bipyridyl; 4,4′-Diamino-2,2′-dipyridyl;, NoName_3373, YSWG117, SCHEMBL314105, DTXSID20902815, WTHJTVKLMSJXEV-UHFFFAOYSA-N, AKOS005146202, CS-W004547, DS-6191, FD03978, HY-W004547, DA-28317, SY056544, 4,4′-DIAMINO-2,2′-BIPYRIDINE, DB-065519, D2892, 4,4 inverted exclamation mark -Diamino-2,2 inverted exclamation mark -bipyridyl, 2-(4-Amino-2-pyridyl)-pyridin-4-amine;2,2′-Bipyridine-4,4′-diamine;4,4′-Diamino-2,2′-bipyridyl

Application

4,4′-Diamino-2,2′-bipyridine serves as a key ligand in transition metal catalysis, enabling efficient C-C coupling reactions. Its amino groups facilitate covalent attachment to surfaces or polymers for hybrid material design. Researchers utilize it in developing electrochemiluminescent sensors due to its redox-active bipyridine core. The compound is also employed in photovoltaic studies as an electron-accepting moiety in dye-sensitized solar cells.

Safety and Hazards

GHS Hazard Statements

• H302+H312+H332 (66.7%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
• H302+H312 (33.3%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]
• H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (66.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (66.7%)
• Acute Tox. 4 (66.7%)
• Skin Irrit. 2 (33.3%)
• Eye Irrit. 2 (33.3%)
• Acute Tox. 4 (33.3%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.