Triazinane

Not to be confused with triazene or triazane.
Triazinane
Identifiers
3D model (JSmol)
8477997
ChEBI
ChemSpider
  • 1,2,3: InChI=1S/C3H9N3/c1-2-4-6-5-3-1/h4-6H,1-3H2
    Key: OYWRDHBGMCXGFY-UHFFFAOYSA-N
  • 1,2,4: InChI=1S/C3H9N3/c1-2-5-6-3-4-1/h4-6H,1-3H2
    Key: VWKKSBDTNICZRS-UHFFFAOYSA-N
  • 1,3,5: InChI=1S/C3H9N3/c1-4-2-6-3-5-1/h4-6H,1-3H2
    Key: LKLLNYWECKEQIB-UHFFFAOYSA-N
  • 1,2,3: C1CNNNC1
  • 1,2,4: C1CNNCN1
  • 1,3,5: C1NCNCN1
Properties
C3H9N3
Molar mass 87.126 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Triazinanes are a class of nitrogen-containing heterocycles.[1] Triazinanes have six-membered cyclohexane-like ring but with three carbon centers replaced by nitrogen. The parent have the molecular formula (CH2)3(NH)3. Three isomeric forms are possible, but only 1,3,5-triazinanes are common. 1,3,5-triazinane is a labile intermediate in the formation of hexamethylenetetramine from ammonia and formaldehyde.

Stable 1,3,5-Triorganotriazines are formed by condensation of primary amines and formaldehyde.[2]

See also

  • 6-membered rings with one nitrogen atom: Piperidine
  • 6-membered rings with two nitrogen atoms: Diazinane
    • Hexahydropyrimidine
    • Hexahydropyridazine
  • Triazine
  • Borazine (borazole)
  • Triazenes, organic compound with the formula RN=N−NR2

References

  1. ^ Heterocyclic Chemistry T.L. Gilchrist 1985 ISBN 0-582-01421-2 (1997, ISBN 0-582-27843-0
  2. ^ Nielsen, Arnold T.; Atkins, Ronald L.; Moore, Donald W.; Scott, Robert; Mallory, Daniel; LaBerge, Jeanne M. (1973). "Structure and chemistry of the aldehyde ammonias. 1-Amino-1-alkanols, 2,4,6-trialkyl-1,3,5-hexahydrotriazines, and N,N-dialkylidene-1,1-diaminoalkanes". J. Org. Chem. 38 (19): 3288–3295. doi:10.1021/jo00959a010.
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