65312-61-0

Basic information

• Product Name: (4H)-1,2,4-triazol-3-amine
• Synonyms: (4H)-1,2,4-triazol-3-amine
• CAS NO: 65312-61-0
• Molecular Formula: C2H4N4
• Molecular Weight: 84.07996
• EINECS: 265-695-7
• Mol File: 65312-61-0.mol

Chemical Properties

• Boiling Point: 347.2 °C at 760 mmHg
• Flash Point: 190.7 °C
• Appearance: /
• Density: 1.488g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 11.14±0.20(Predicted)
• CAS DataBase Reference: (4H)-1,2,4-triazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (4H)-1,2,4-triazol-3-amine(65312-61-0)
• EPA Substance Registry System: (4H)-1,2,4-triazol-3-amine(65312-61-0)

Safety Data

• Hazardous Substances Data: 65312-61-0(Hazardous Substances Data)

Usage

Uses

Used in Synthetic Chemistry:
(4H)-1,2,4-triazol-3-amine is used as a building block for the synthesis of complex chemical compounds and pharmaceuticals due to its unique ring structure and reactivity.
Used in Medicinal Chemistry:
(4H)-1,2,4-triazol-3-amine is used as a key component in the design of new drugs for its ability to mimic the dihedral angle of peptide bonds, which expands the scope of drug development and offers innovative therapeutic options.

InChI:InChI=1/C2H4N4/c3-2-4-1-5-6-2/h1H,(H3,3,4,5,6)

Upstream product

• 78158-91-5 N,N-dimethyl-N'-(4H-1,2,4-triazol-3-yl) formamidine 

Downstream Products

• 1428537-32-9 C₁₆H₂₁N₅O 
• 89167-24-8 6-bromo[1,2,4]triazolo[1,5-α]pyrazine 
• 40775-90-4 5-chloromethyl-4H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one 
• 89977-78-6 ethyl 4,7-dihydro-7-oxo-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate 
• 1378232-96-2 9-benzylidene-6-phenyl-7,8,9,10-tetrahydro-6H-cyclopenta[g][1,2,4]triazolo[3,4-b]quinazolin-5-ol 
• 1378232-99-5 9-benzylidene-6-phenyl-7,8,9,10-tetrahydro-6H-cyclopenta[g][1,2,4]triazolo[3,4-a]quinazolin-5-ol 
• 1378233-00-1 10-benzylidene-6-phenyl-6,7,8,9,10,11-hexahydrobenzo[g][1,2,4]triazolo[3,4-a]quinazolin-5-ol 
• 1378232-97-3 10-benzylidene-6-phenyl-6,7,8,9,10,11-hexahydrobenzo[g][1,2,4]triazolo[4,3-b]quinazolin-5-ol 

Relevant articles and documents

Kinetics and mechanism of uncatalyzed and ruthenium(III)-catalyzed oxidation of formamidine derivative by hexacyanoferrate(III) in aqueous alkaline medium

The catalytic effect of ruthenium(III) on the oxidation of N, N-dimethyl- N′-(4H-1,2,4-triazol- 3-yl) formamidine (ATF) by hexacyanoferrate(III) (HCF) was studied spectrophotometrically in aqueous alkaline medium. Both uncatalyzed and catalyzed reactions showed first order kinetics with respect to [HCF], whereas the reaction orders with respect to [ATF] and [OH ?] were apparently less than unity over the concentration range studied. A first order dependence with respect to [RuIII] was obtained. Increasing ionic strength increased the rate of uncatalyzed reaction and decreased the rate of the catalyzed one Plausible mechanistic schemes of oxidation reactions have been proposed. In both cases, the final oxidation products are identified as aminotriazole, dimethyl amine and carbon dioxide. The rate laws associated with the reaction mechanisms are derived. The reaction constants involved in the different steps of the mechanisms were calculated. The activation and thermodynamic parameters have been computed and discussed. [Figure not available: see fulltext.]

Kinetic and Mechanistic Aspects of Oxidation of Aminotriazole Formamidine by Cerium(IV) in Aqueous Perchloric and Sulfuric Acid Solutions: A Comparative Study

The kinetics of the oxidation of an aminotriazole formamidine derivative, N,N-dimethyl-N′-(4H-1,2,4-triazol-3-yl) formamidine (ATF) by cerium(IV) has been studied spectrophotometrically in aqueous perchloric and sulfuric acid solutions at constant ionic strength of 1.0 mol·dm-3. In both acids, the reaction shows first order kinetics with respect to [Ce(IV)], whereas the orders with respect to [ATF] are less than unity. The reaction exhibits negative fractional order kinetics with respect to [H+]. The rates of reaction are not significantly affected by variations of either ionic strength or relative permittivity of the reaction's media. Addition of cerium(III) product does not affect the rates. Plausible mechanistic schemes for the reactions have been proposed. In both cases, the final oxidation products were identified as aminotriazole, dimethyl amine and carbon dioxide. Under comparable experimental conditions, the oxidation rate in perchloric acid solution is about sixfold higher than that in sulfuric acid solution. The effect of temperature on the rates has also been studied and activation parameters have been evaluated and discussed. The rate laws associated with the reaction mechanisms are derived.