Diazinanes, 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 chemical element, elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis ...
s consisting of a
saturated
Saturation, saturated, unsaturation or unsaturated may refer to:
Chemistry
* Saturation, a property of organic compounds referring to carbon-carbon bonds
** Saturated and unsaturated compounds
**Degree of unsaturation
** Saturated fat or fatty ac ...
four-carbon/two-nitrogen ring. They exist in three
isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers.
Iso ...
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 colorless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...
-like ring but with two carbons replaced by nitrogens. The three isomers of triazinane are distinguished by the positions of their nitrogen
atoms
Every atom is composed of a nucleus and one or more electrons bound to the nucleus. The nucleus is made of one or more protons and a number of neutrons. Only the most common variety of hydrogen has no neutrons.
Every solid, liquid, gas, an ...
, and are referred to as 1,2-diazinane, 1,3-diazinane, and 1,4-diazinane (more commonly called
piperazine
Piperazine () is an organic compound that consists of a six-membered ring containing two nitrogen atoms at opposite positions in the ring. Piperazine exists as small alkaline deliquescent crystals with a saline taste.
The piperazines are a broad ...
).
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 compound, heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless ...
* 6-membered saturated rings with two nitrogen atoms: Diazinane
**
Piperazine
Piperazine () is an organic compound that consists of a six-membered ring containing two nitrogen atoms at opposite positions in the ring. Piperazine exists as small alkaline deliquescent crystals with a saline taste.
The piperazines are a broad ...
**
Hexahydropyrimidine
**
Hexahydropyridazine
* 6-membered aromatic rings with two nitrogen atoms:
Diazine
In organic chemistry, diazines are a group of organic compounds having the molecular formula . Each contains a benzene ring in which two of the C-H fragments have been replaced by isolobal nitrogen. There are three structural isomers:
* pyridaz ...
**
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 other ...
**
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
Triazinanes are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is . They exist in three isomeric forms, 1,3,5-triazinanes being common. The triazinanes have six-membered cyclohexane-like ring but with thr ...
**
Hexahydro-1,3,5-triazine
In chemistry, hexahydro-1,3,5-triazine is a class of heterocyclic compounds with the formula (CH2NR)3. They are reduced derivatives of 1,3,5-triazine, which have the formula (CHN)3, a family of aromatic heterocycles. They are often called triaza ...
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Heterocyclic compounds with 1 ring
Nitrogen heterocycles
Six-membered rings
Diamines
Diazinanes