Pyridine
Pyridine is structurally related to the benzene (C\[_{6}\]H\[_{6}\]) compound, with a nitrogen atom replacing a single methine group. Both the structural and chemical formula for pyridine is given below.
Structural Formula for Pyridine
As stated above, pyridine is structurally the same as benzene having a nitrogen atom by replacing one of the =CH− groups. The molecular formula of pyridine is given as C\[_{5}\]H\[_{5}\]N and the pyridine structure formula or pyridine chemical formula is represented as follows:
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Pyridine Chemical Formula
Pyridine contains 5 hydrogen atoms, 5 carbon atoms, and a nitrogen atom. It is a 6-atom heterocyclic organic compound and contains a molar mass of 70.0999 g/mol. The chemical formula for pyridine is C\[_{5}\]H\[_{5}\]N.
Pyridine Properties
Physical Properties
The molecular electric dipole moment is given as 2.2 debyes. Pyridine is defined as diamagnetic and contains a diamagnetic susceptibility of −48.7 × 10\[^{-6}\] cm\[^{3}\]·mol\[^{-1}\]. The standard enthalpy of the formation is given as 100.2 kJ·mol\[^{-1}\] in the liquid phase and as 140.4 kJ·mol\[^{-1}\] in the gas phase.
Pyridine looks colorless to the yellow liquid holding a fish-like odor. It is mildly flammable, basic, and toxic to humans. There are many uses of pyridine and a few of the notable ones are in pharmaceuticals, dental care products, in paints and dyes, as a sulfonating and reducing agent, and more.
Chemical Properties
Due to the electronegative nitrogen in the pyridine ring, the molecule is said to be relatively electron deficient. Therefore, it enters less readily into the electrophilic aromatic substitution reactions compared to benzene derivatives. Correspondingly, the pyridine compound is more prone to nucleophilic substitution, as evidenced by the ease of metalation by the strong organometallic bases.
Pyridine reactivity may be differentiated for three chemical groups. With the electrophiles, electrophilic substitution occurs where the pyridine expresses aromatic properties. With the nucleophiles, pyridine reacts at the positions of 2 and 4 and hence behaves the same as carbonyls or imines. The reaction with several Lewis acids results in addition to the nitrogen atom of pyridine that is the same as the tertiary amines’ reactivity. The ability of pyridine, including its derivatives, to oxidize by forming amine oxides (N-oxides) is also given as a feature of tertiary amines.
Radical Reactions
Pyridine supports a radical reaction series, which is used in its dimerization to the bipyridines. Pyridine’ radical dimerization with Raney nickel or elemental sodium selectively yields or 2,2'-bipyridine or 4,4'-bipyridine, which are the essential precursor reagents in the chemical industry. One of the named reactions involving the free radicals is given as the Minisci reaction. It may produce 2-tert-butyl pyridine upon reacting the pyridine compound with pivalic acid, ammonium, and silver nitrate in sulfuric acid with a yield of 97%.
FAQs on Pyridine Formula
1. What is Pyridine?
Answer: Pyridine is defined as a basic heterocyclic organic compound having the chemical formula C5H5N. It is structurally related to benzene, having one methine group (=CH-), which is replaced by a nitrogen atom. It is a weakly alkaline, highly flammable, and water-miscible liquid with an unpleasant and distinctive fish-like smell.
Pyridine compound is colorless, but impure or older samples may appear yellow. The pyridine ring takes place in several essential compounds, including pharmaceuticals, agrochemicals, and vitamins. Historically, pyridine was produced from coal tar.
2. Give the Production Details of Pyridine.
Answer: Historically, the pyridine compound was extracted from the coal tar, or it is obtained as a byproduct of coal gasification. This process was inefficient and also labor-consuming: coal tar contains only up to 0.1% of pyridine, and thus a multi-stage purification was needed, which reduced the further output. Now, most pyridine is produced synthetically using different name reactions.
3. Give the Biosynthesis of Pyridine.
Answer: Many pyridine derivatives play crucial roles in biological systems. While its biosynthesis is not completely understood, nicotinic acid (or vitamin B3) takes place in some fungi, bacteria, and mammals.