Description

4,4′-Bipyridine (CAS No. 553-26-4) is a high-purity organic compound with the molecular formula C₁₀H₈N₂, widely utilized in coordination chemistry, materials science, and catalysis. This heterocyclic aromatic compound consists of two pyridine rings connected at the 4-positions, offering a rigid, linear structure ideal for constructing metal-organic frameworks (MOFs), supramolecular assemblies, and ligand systems. Our product is rigorously tested to ensure superior quality, with ≥98% purity, and is available in various quantities to meet both research and industrial demands. Suitable for use in electrochemical studies, polymerization catalysts, and nanotechnology applications, 4,4′-Bipyridine is a versatile building block for advanced scientific research. Packaged under inert conditions to guarantee stability and longevity.

Properties

• CAS Number: 553-26-4
• Complexity: 108
• IUPAC Name: 4-(4-pyridyl)pyridine
• InChI: InChI=1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H
• InChI Key: MWVTWFVJZLCBMC-UHFFFAOYSA-N
• Exact Mass: 156.068748264
• Molecular Formula: C10H8N2
• Molecular Weight: 156.18
• SMILES: C1=CN=CC=C1C2=CC=NC=C2
• Topological: 25.8
• Monoisotopic Mass: 156.068748264
• Physical Description: Solid; White crystalline solid with a pungent odor;
• Vapor Pressure: 0.0000556 [mmHg]
• Synonyms: 4,4′-Bipyridine, 553-26-4, 4,4′-DIPYRIDYL, 4,4′-Bipyridyl, 4-(4-Pyridyl)pyridine, 4,4′-Dipyridine, 4,4-Bipyridyl, 4,4-Dipyridyl, gamma,gamma’-Bipyridyl, gamma,gamma’-Dipyridyl, 4,4′-Dipyridyl hydrate, 4,4-Bipyridin, CCRIS 2363, NSC 404423, 4,4′-bpy, EINECS 209-036-3, X4O2OD61CB, BRN 0113176, DTXSID2027200, CHEBI:30985, AI3-00138, NSC-404423, DTXCID107200, 5-23-08-00028 (Beilstein Handbook Reference), .GAMMA.,.GAMMA.’-DIPYRIDYL [MI], 4,4’bipyridine, 4,4’Dipyridyl, 4(4Pyridyl)pyridine, gamma,gamma’Bipyridyl, gamma,gamma’Dipyridyl, 209-036-3, 628-542-9, inchi=1/c10h8n2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8, 4-pyridin-4-ylpyridine, 4,4-Bipyridine, 4-(pyridin-4-yl)pyridine, .gamma.,.gamma.’-Bipyridyl, MFCD00006416, .gamma.,.gamma.’-Dipyridyl, MLS000702205, 4,4 inverted exclamation marka-Dipyridyl, SMR000224611, pyridine, 4-(4-pyridyl)-, 37275-48-2, CAS-553-26-4, UNII-X4O2OD61CB, 4,4′ bipyridine, 4,4′-di-pyridine, 4-pyridin-4-ylpyridin, Bipyridine, 4,4′-, Maybridge3_006249, Opera_ID_1063, Dopamine Nmethyltransferase, 4,4′-Dipyridyl hydrate, SCHEMBL9728, 4,4′-Dipyridyl, 98%, CBDivE_014486, SCHEMBL723445, 4,4′-Dipyridyl – 98%, Methyltransferase, dopamine N-, SCHEMBL2785508, SCHEMBL4899607, SCHEMBL4907036, CHEMBL1374568, SCHEMBL16033234, HMS1448M01, HMS2529I24, Tox21_201668, Tox21_300577, CCG-44317, NSC404423, SBB055513, STK868236, AKOS000528630, AC-7555, CS-W018005, FB12039, HY-W017289, IDI1_017636, NCGC00163975-01, NCGC00163975-02, NCGC00163975-03, NCGC00254394-01, NCGC00259217-01, AS-11016, 4,4 inverted exclamation mark -Bipyridine, DB-016043, B0469, EU-0068109, NS00001571, ST45025957, EN300-18088, Q229839, SR-01000400279, SR-01000400279-1, SR-01000400279-2, Z57160158, F0900-3898, 4,4′-Bipyridyl, anhydrous, PESTANAL(R), analytical standard

Application

4,4′-Bipyridine serves as a key ligand in the synthesis of metal-organic frameworks (MOFs) due to its rigid, linear structure and ability to bridge metal centers. It is also employed in electrochemical applications, such as redox-active materials and conductive polymers. Additionally, this compound finds use in catalysis, particularly in coupling reactions and polymerization processes, where its nitrogen donors facilitate metal coordination.

Safety and Hazards

GHS Hazard Statements

• H301: Toxic if swallowed [Danger Acute toxicity, oral]
• H311: Toxic in contact with skin [Danger Acute toxicity, dermal]
• H371: May cause damage to organs [Warning Specific target organ toxicity, single exposure]
• H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Precautionary Statements

• P260, P262, P264, P270, P280, P301+P316, P302+P352, P308+P316, P316, P319, P321, P330, P361+P364, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (98.7%)
• Acute Tox. 3 (45.6%)
• Skin Irrit. 2 (54.4%)
• Eye Irrit. 2 (54.4%)
• STOT SE 3 (54.4%)
• Aquatic Chronic 2 (39.2%)

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