Diazinane
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Diazinanes or hexahydrodiazines are a class of nitrogen-containing
heterocycle A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, proper ...
s consisting of a saturated four-carbon, two-nitrogen ring. They exist in three
isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the exi ...
ic forms depending on the relative position of the two nitrogen atoms, with 1,4-diazinanes being common.


Structure

The diazinanes have six-membered
cyclohexane Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...
-like ring but with two carbon atoms replaced by nitrogen atoms. The three isomers of triazinane are distinguished by the positions of their nitrogen
atoms Atoms are the basic particles of the chemical elements. An atom consists of a nucleus of protons and generally neutrons, surrounded by an electromagnetically bound swarm of electrons. The chemical elements are distinguished from each other ...
, and are referred to as 1,2-diazinane, 1,3-diazinane, and 1,4-diazinane (more commonly called
piperazine Piperazine () is an organic compound with the formula . In term of its structure, it can be described as cyclohexane with the 1- and 4-CH2 groups replaced by NH. Piperazine exists as deliquescent solid with a saline taste. Piperazine is freely sol ...
).


References

* ''Heterocyclic Chemistry'' T.L. Gilchrist 1985 (1997: )


See also

* 6-membered saturated rings with one nitrogen atom:
Piperidine Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless liquid with an odor de ...
* 6-membered saturated rings with two nitrogen atoms: Diazinane **
Piperazine Piperazine () is an organic compound with the formula . In term of its structure, it can be described as cyclohexane with the 1- and 4-CH2 groups replaced by NH. Piperazine exists as deliquescent solid with a saline taste. Piperazine is freely sol ...
** Hexahydropyrimidine ** Hexahydropyridazine * 6-membered aromatic rings with two nitrogen atoms: Diazine **
Pyrazine Pyrazine is a heterocyclic aromatic organic compound with the chemical formula C4H4N2. It is a symmetrical molecule with point group D2h. Pyrazine is less basic than pyridine, pyridazine and pyrimidine. It is a ''"deliquescent crystal or wax-lik ...
**
pyrimidine Pyrimidine (; ) is an aromatic, heterocyclic, organic compound similar to pyridine (). One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has nitrogen atoms at positions 1 and 3 in the ring. The oth ...
**
pyridazine Pyridazine is an aromatic, heterocyclic, organic compound with the molecular formula . It contains a six-membered ring with two adjacent nitrogen atoms. It is a colorless liquid with a boiling point of 208 °C. It is isomeric with two other ...
* 6-membered saturated rings with three nitrogen atoms Triazinane **
Hexahydro-1,3,5-triazine In chemistry, hexahydro-1,3,5-triazine is a class of heterocyclic compounds with the formula (CH2NR)3. Known as aldehyde ammonias, these compounds characteristically crystallize with water. They are reduced derivatives of 1,3,5- triazine, which ...
{{Authority control Six-membered rings Diamines Diazinanes