30805-07-3

Basic information

• Product Name: 2-azido-4,6-dimethoxy-1,3,5-triazine
• Synonyms: 2-AZIDO-4,6-DIMETHOXY-S-TRIAZINE
• CAS NO: 30805-07-3
• Molecular Formula: C₅H₆N₆O₂
• Molecular Weight: 182.1401
• Mol File: 30805-07-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-azido-4,6-dimethoxy-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-azido-4,6-dimethoxy-1,3,5-triazine(30805-07-3)
• EPA Substance Registry System: 2-azido-4,6-dimethoxy-1,3,5-triazine(30805-07-3)

Safety Data

• Hazardous Substances Data: 30805-07-3(Hazardous Substances Data)

Upstream product

• 87024-55-3 N-(4,6-dimethoxy-1,3,5-triazin-2-yl)-N,N,N-trimethylammonium chloride 
• 3140-73-6 2-chloro-4,6-dimethoxy-1 ,3,5-triazine 

Downstream Products

• 27315-25-9 (4,6-dimethoxy-[1,3,5]triazin-2-yl)-(4-methoxy-phenyl)-amine 
• 27315-24-8 2.4-Dimethoxy-6-(o-methoxyanilino)-s-triazin 
• 2009-97-4 ethyl 2-diazo-3-oxobutanoate 

Relevant articles and documents

Copper-catalyzed facile synthesis of unsymmetrical triazinetriazole conjugates

A series of unsymmetrical triazinetriazole conjugates were prepared by the copper-catalyzed cycloaddition reactions of 2- azide-4,6-dimethoxy-1,3,5-triazine with terminal alkynes under mild reaction conditions. The heterocyclic conjugates were characteriz

Diazo-Transfer Reagent 2-Azido-4,6-dimethoxy-1,3,5-triazine Displays Highly Exothermic Decomposition Comparable to Tosyl Azide

2-Azido-4,6-dimethoxy-1,3,5-triazine (ADT) was reported recently as a new "intrinsically safe" diazo-transfer reagent. This assessment was based on differential scanning calorimetry data indicating that ADT exhibits endothermic decomposition. We present DSC data on ADT that show exothermic decomposition with an initiation temperature (Tinit) of 159 °C and an enthalpy of decomposition (?HD) of ?1135 J g-1 (?207 kJ mol-1). We conclude that ADT is potentially explosive and must be treated with caution, being of comparable exothermic magnitude to tosyl azide (TsN3). A maximum recommended process temperature for ADT is 55 °C.

Solvent-Directed Transition Metal-Free C-C Bond Cleavage by Azido-1,3,5-triazines and Their Stability-Reactivity Paradox

We report a solvent-directed and regioselective carbon-carbon bond cleavage of aryl ketones by azido-1,3,5-triazines (ATs), which is typically completed within 10 min in DMSO at room temperature, without using transition metal catalysts. The cleavage is driven by the steric hindrance in the adducts of aryl ketones and ATs, which is substantiated by DFT calculation. Our recent results showed that ATs present high reactivity in solution and high stability in solid state. This "stability-reactivity paradox"has been explained in light of the molecular and crystal structures of ATs.

Intrinsically Safe and Shelf-Stable Diazo-Transfer Reagent for Fast Synthesis of Diazo Compounds

We report a crystalline compound 2-azido-4,6-dimethoxy-1,3,5-triazine (ADT) as an intrinsically safe, highly efficient, and shelf-stable diazo-transfer reagent. Because the decomposition of ADT is an endothermal process (ΔH = 30.3 kJ mol-1), ADT is intrinsically nonexplosive, as proved by thermal, friction, and impact tests. The diazo-transfer reaction based on ADT gives diazo compounds in excellent yields within several minutes at room temperature. ADT is very stable upon >1 year storage under air at room temperature.