1,3,5-Triazine
Synonym(s):1,3,5-Triazine
- CAS NO.:290-87-9
- Empirical Formula: C3H3N3
- Molecular Weight: 81.08
- MDL number: MFCD00006044
- EINECS: 206-028-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-23 16:18:34
What is 1,3,5-Triazine?
Chemical properties
White crystal
The Uses of 1,3,5-Triazine
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.
What are the applications of 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.
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
Properties of 1,3,5-Triazine
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) |
Safety information for 1,3,5-Triazine
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. |
Computed Descriptors for 1,3,5-Triazine
New Products
Tubulysin C Tubulysin G Tubulysin F 2,2-diethoxyethanethioamide Potassium HMDS (1.0 M in THF) 1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE 4-(Benzyloxy)-3-bromophenylacetic Acid 3-METHYLAZETIDIN-3-OL HYDROCHLORIDE 2-(azetidin-3-ylidene)acetonitrile (hydrochloride) 1-(1,1-Difluoroethyl)-2-fluorobenzene 3-Aminocyclobutanone hydrochloride 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Fuel shell 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Imeglimin Hydrochloride IH 1-(4-amino-2- methylbenzoyl)-7- chloro-3,4-dihydro- 1H-benzo[b] azepin-5(2H)-one 4-(2-fluoro-4- nitrophenyl) thiomorpholine Latanoprostene Bunod Lubiprostone Magnesium Trisilicate Flame Retardant Zinc Borate 1H-Imidazole-4-carbonitrileRelated products of tetrahydrofuran
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