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1,3,5-Triazine

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1,3,5-Triazine Basic information

Product Name:
1,3,5-Triazine
Synonyms:
  • 1,3,5-Triazin
  • Cyanidine
  • sym-Triazine
  • Triazin(sym.)
  • Vedita 250
  • vedita250
  • DL-CYANIDINE
  • 1,3,5-TRIAZINE
CAS:
290-87-9
MF:
C3H3N3
MW:
81.08
EINECS:
206-028-1
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Triazines
Mol File:
290-87-9.mol
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1,3,5-Triazine Chemical Properties

Melting point:
77-83 °C (dec.)(lit.)
Boiling point:
114°C
Density 
1,38 g/cm3
refractive index 
1.5060 (estimate)
Flash point:
114°C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
methanol: 0.1 g/mL, clear
pka
2.07±0.10(Predicted)
form 
powder to crystal
color 
White to Orange to Green
Sensitive 
Moisture Sensitive
Merck 
14,9602
BRN 
104790
CAS DataBase Reference
290-87-9(CAS DataBase Reference)
NIST Chemistry Reference
1,3,5-Triazine(290-87-9)
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Safety Information

Hazard Codes 
Xn,C
Risk Statements 
22-37/38-41-34
Safety Statements 
22-24/25-39-26-45-36/37/39-27
RIDADR 
UN2928
WGK Germany 
3
RTECS 
XY2957000
HazardClass 
6.1
PackingGroup 
II
HS Code 
29339900

MSDS

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1,3,5-Triazine Usage And Synthesis

Chemical Properties

White crystal

Application

1,3,5-Triazine is a useful replacement for HCN in the Gattermann reaction for the synthesis of aromatic aldehydes. It reacts with nucleophiles, e.g. amines, which is utilized in quinazoline synthesis.

Uses

1,3,5-Triazine is a reagent in oxidation reactions, in synthesis of heterocycles. Triazine derivatives are used as herbicides, pharmaceuticals, complexation agents, peptidomimetic building blocks, and dyes.

Definition

1,3,5-Triazine, also known as s-triazine, is a six-membered ring organic compound, which is one of the isomers of triazine.

Preparation

Symmetrical 1,3,5-triazines are prepared by trimerization of certain nitriles such as cyanogen chloride or cyanimide. 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.
Amine-substituted triazines called Guanamines are prepared by the condensation of cyanoguanidine with the corresponding nitrile:
(H2N)2C=NCN + RCN → (CNH2)2(CR)N3

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