Dimethyl-2,2'-bipyridine can refer to many isomers of 2,2'-bipyridine containing two methyl substituents. All have the formula (CH3)2C10H6N2, but the most common are symmetrical derivatives (CH3C5H3N)2 listed below. These compounds are used as ligands in coordination chemistry and homogeneous catalysis. They are white or colorless. Most are solids except the 3,3' isomer which is a liquid.
compound | Registry number | melting/boilingpoint (°C) |
---|---|---|
4,4'-dimethyl-2,2'-bipyridine | 1134-35-6 | 171-172 |
5,5'-dimethyl-2,2'-bipyridine | 1762-34-1 | 114.5-115 |
6,6'-dimethyl-2,2'-bipyridine | 4411-80-7 | 89.5-90.5 |
3,3'-dimethyl-2,2'-bipyridine | 1762-32-9 | 293-298 [1] |
Viologens are organic compounds with the formula (C5H4NR)2n+. In some viologens, the pyridyl groups are further modified.
A redox indicator is an indicator which undergoes a definite color change at a specific electrode potential.
Polypyridine complexes are coordination complexes containing polypyridine ligands, such as 2,2'-bipyridine, 1,10-phenanthroline, or 2,2';6'2"-terpyridine.
In chemistry, a molecule or ion is called chiral if it cannot be superposed on its mirror image by any combination of rotations, translations, and some conformational changes. This geometric property is called chirality. The terms are derived from Ancient Greek χείρ (cheir) 'hand'; which is the canonical example of an object with this property.
Bipyridines are a family of organic compounds with the formula (C5H4N)2, consisting of two pyridyl (C5H4N) 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 significance in pesticides.
Terpyridine is a heterocyclic compound derived from pyridine. It is a white solid that is soluble in most organic solvents. The compound is mainly used as a ligand in coordination chemistry.
Lithium diisopropylamide is a chemical compound with the molecular formula LiN(CH 2)2. It is used as a strong base and has been widely utilized due to its good solubility in non-polar organic solvents and non-nucleophilic nature. It is a colorless solid, but is usually generated and observed only in solution. It was first prepared by Hamell and Levine in 1950 along with several other hindered lithium diorganylamides to effect the deprotonation of esters at the α position without attack of the carbonyl group.
In chemistry, molecular Borromean rings are an example of a mechanically-interlocked molecular architecture in which three macrocycles are interlocked in such a way that breaking any macrocycle allows the others to dissociate. They are the smallest examples of Borromean rings. The synthesis of molecular Borromean rings was reported in 2004 by the group of J. Fraser Stoddart. The so-called Borromeate is made up of three interpenetrated macrocycles formed through templated self assembly as complexes of zinc.
2,2′-Bipyridine (bipy or bpy, pronounced ) is an organic compound with the formula C10H8N2. 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, which may have practical applications.
Tris(bipyridine)ruthenium(II) chloride is the chloride salt coordination complex with the formula [Ru(bpy)3]Cl2. This polypyridine complex is a red crystalline salt obtained as the hexahydrate, although all of the properties of interest are in the cation [Ru(bpy)3]2+, which has received much attention because of its distinctive optical properties. The chlorides can be replaced with other anions, such as PF6−.
In chemistry, a (redox) non-innocent ligand is a ligand in a metal complex where the oxidation state is not clear. Typically, complexes containing non-innocent ligands are redox active at mild potentials. The concept assumes that redox reactions in metal complexes are either metal or ligand localized, which is a simplification, albeit a useful one.
The bis-triazinyl bipyridines (BTBPs) are a class of chemical compounds which are tetradentate ligands similar in shape to quaterpyridine. The BTBPs are made by the reaction of hydrazine and a 1,2-diketone with 6,6'-dicyano-2,2'-bipyridine. The dicyanobipy can be made by reacting 2,2'-bipy with hydrogen peroxide in acetic acid, to form 2,2'-bipyridine-N,N-dioxide. The 2,2'-bipyridine-N,N-dioxide is then converted into the dicyano compound by treatment with potassium cyanide and benzoyl chloride in a mixture of water and THF.
Silicon tetraazide is a thermally unstable binary compound of silicon and nitrogen with a nitrogen content of 85.7%. This high-energy compound combusts spontaneously and can only be studied in a solution. A further coordination to a six-fold coordinated structure such as a hexaazidosilicate ion [Si(N3)6]2− or as an adduct with bidentate ligands Si(N3)4·L2 will result in relatively stable, crystalline solids that can be handled at room temperature.
Nicotine blue oxidoreductase (EC 1.1.1.328, nboR (gene)) is an enzyme with systematic name 3,3'-bipyridine-2,2',5,5',6,6'-hexol:NADP+ 11-oxidoreductase. This enzyme catalyses the following chemical reaction
2,2-Dimethylpentane is one of the isomers of heptane. It is also called neoheptane as it contains the (CH3)3C grouping. It has the most extreme properties of the isomers of heptane.
cis-Dichlorobis(bipyridine)ruthenium(II) is the coordination complex with the formula RuCl2(bipy)2, where bipy is 2,2'-bipyridine. It is a dark green diamagnetic solid that is a precursor to many other complexes of ruthenium, mainly by substitution of the two chloride ligands. The compound has been crystallized as diverse hydrates.
2,2′-Biquinoline is an organic compound with the formula (C9H6N)2. It is one of several biquinolines. It is prepared by reductive coupling of 2-chloroquinoline. It is a colorimetric indicator for organolithium compounds.
Transition metal complexes of 2,2'-bipyridine are coordination complexes containing one or more 2,2'-bipyridine ligands. Complexes have been described for all of the transition metals. Although few have any practical value, these complexes have been influential. 2,2'-Bipyridine is classified as a diimine ligand. Unlike the structures of pyridine complexes, the two rings in bipy are coplanar, which facilitates electron delocalization. As a consequence of this delocalization, bipy complexes often exhibit distinctive optical and redox properties.
Quaterpyridine refers to a family of pyridine derivatives with the formula (NC5H4-C5H3N)2. These compounds can also be viewed as bipyridine decorated with two pyridyl substituents. Several isomers are known. All are colorless solids. One particular isomer, 2,2':6',2'':6'',2'''-quaterpyridine, a derivative of 2,2'-bipyridine has attracted interest because it is a potential tetradentate ligand in coordination chemistry.
Tris(bipyridine)iron(II) chloride is the chloride salt of the coordination complex tris(bipyridine)iron(II), [Fe(C10H8N2)3]2+. It is a red solid. In contrast to tris(bipyridine)ruthenium(II), this iron complex is not a useful photosensitizer because its excited states relax too rapidly, a consequence of the primogenic effect.