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Thiazoles and isothiazoles contain a sulfur and a nitrogen atom in the ring. Dithioles have two sulfur atoms. A large group of 5-membered ring compounds with three or more heteroatoms also exists. One example is the class of dithiazoles, which contain two sulfur atoms and one nitrogen atom.
[6] [7] It was the German chemist Karl Gräbe who, in 1869, first used the prefixes ortho-, meta-, para- to denote specific relative locations of the substituents on a disubstituted aromatic ring (namely naphthalene). [8] In 1870, the German chemist Viktor Meyer first applied Gräbe's nomenclature to benzene. [9]
In contrast to benzene, the electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. For this reason, pyridine has a dipole moment and a weaker resonant stabilization than benzene ( resonance energy 117 kJ/mol in pyridine vs. 150 kJ/mol in benzene).
IUPAC nomenclature has extensive rules to cover the naming of cyclic structures, both as core structures, and as substituents appended to alicyclic structures. [citation needed] The term macrocycle is used when a ring-containing compound has a ring of 12 or more atoms. [6] [7] The term polycyclic is used when more than one ring appears in a ...
In Hantzsch–Widman nomenclature, an azine is an heterocyclic compound containing a 6-membered aromatic ring. It is an analog of a benzene ring in which one or more of the carbon atoms has been replaced by a nitrogen atom, [1] and thus is also called an azabenzene.
Several rings contain basic as well as non-basic nitrogen atoms, e.g., imidazole and purine. In the non-basic rings, the lone pair of electrons of the nitrogen atom is delocalized and contributes to the aromatic pi-electron system. In these compounds, the nitrogen atom is connected to a hydrogen atom. Examples of non-basic nitrogen-containing ...
The cyclic structures can also be treated as functional groups themselves, in which case they take the prefix "cycloalkyl-" (e.g. "cyclohexyl-") or for benzene, "phenyl-". The IUPAC nomenclature scheme becomes rapidly more elaborate for more complex cyclic structures, with notation for compounds containing conjoined rings, and many common names ...
Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...
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