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S-triazine

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EntityQ751744· pop 16· linked from 17 articles

S-triazine

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Also known as sym-triazine

1,3,5-Triazine, also called '''s-triazine', is an organic chemical compound with the formula (HCN). It is a six-membered heterocyclic aromatic ring, one of several isomeric triazines. s''-Triazine —the "symmetric" isomer—and its derivatives are useful in a variety of applications.

Chemical data

Formula
C3H3N3
Molecular weight
81.08 g/mol
IUPAC name
1,3,5-triazine
SMILES
C1=NC=NC=N1
InChIKey
JIHQDMXYYFUGFV-UHFFFAOYSA-N
XLogP
0
Polar surface area
38.7 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
81.033
Show 3 more facts
chemical formula
C₃H₃N₃
canonical SMILES
C1=NC=NC=N1
Commons category
1,3,5-Triazine
Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

4 sections
Contents
  • Preparation
  • Applications
  • Triazine derivatives
  • References

1,3,5-Triazine, also called '''s-triazine', is an organic chemical compound with the formula (HCN). It is a six-membered heterocyclic aromatic ring, one of several isomeric triazines. s-Triazine —the "symmetric" isomer—and its derivatives are useful in a variety of applications.

==Preparation== Symmetrical 1,3,5-triazines are prepared by trimerization of certain nitriles such as cyanogen chloride or cyanamide. Benzoguanamine (with one phenyl and 2 amino substituents) is synthesised from benzonitrile and dicyandiamide. In the Pinner triazine synthesis (named after Adolf Pinner) the reactants are an alkyl or aryl amidine and phosgene. Insertion of an N-H moiety into a hydrazide by a copper carbenoid, followed by treatment with ammonium chloride also gives the triazine core.

Excerpted from Wikipedia’s “S-triazine” article, available under the CC BY-SA 4.0 licence.

Gallery (2)