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4,4′-Bipyridine (abbreviated to 4,4′-bipy or 4,4′-bpy) is an organic compound with the formula (C 5 H 4 N) 2. It is one of several isomers of bipyridine. It is a colorless solid that is soluble in organic solvents. is mainly used as a precursor to N,N′-dimethyl-4,4′-bipyridinium [(C 5 H 4 NCH 3) 2] 2+, known as paraquat.
Bipyridines are a family of organic compounds with the formula (C 5 H 4 N) 2, consisting of two pyridyl (C 5 H 4 N) rings. Pyridine is an aromatic nitrogen-containing heterocycle. The bipyridines are all colourless solids, which are soluble in organic solvents and slightly soluble in water. Bipyridines, especially the 4,4' isomer, are mainly of ...
Paraquat (trivial name; / ˈ p ær ə k w ɒ t /), or N,N′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen, is a toxic organic compound with the chemical formula [(C 6 H 7 N) 2]Cl 2. It is classified as a viologen, a family of redox-active heterocycles of similar structure. [5]
With a pK a of 5.25 for its conjugate acid, pyridine is about 15x less basic than imidazole. Pyridine is a weak pi-acceptor ligand. Trends in the M-N distances for complexes of the type [MCl 2 (py) 4] 2+ reveal an anticorrelation with d-electron count. [2]
2,2′-Bipyridine (bipy or bpy, pronounced / ˈ b ɪ p iː /) is an organic compound with the formula (C 5 H 4 N) 2. This colorless solid is an important isomer of the bipyridine family. It is a bidentate chelating ligand, forming complexes with many transition metals. Ruthenium and platinum complexes of bipy exhibit intense luminescence. [1]
Pyridine-N-oxides bind to metals through the oxygen. According to X-ray crystallography, the M-O-N angle is approximately 130° in many of these complexes. As reflected by the pKa of 0.79 for C 5 H 5 NOH +, pyridine N-oxides are weakly basic ligands. Their complexes are generally high spin, hence they are kinetically labile.
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Structure of 4,4'-dimethyl-2,2'-bipyridine. Dimethyl-2,2'-bipyridine can refer to many isomers of 2,2'-bipyridine containing two methyl substituents. All have the formula (CH 3) 2 C 10 H 6 N 2, but the most common are symmetrical derivatives (CH 3 C 5 H 3 N) 2 listed below.