628-36-4

Usage

Uses

Used in Chemical Analysis:
1,2-Diformylhydrazine is used as a reagent in spectrophotometric analysis for the detection and quantification of iron (II) and iron (III) ions. Its ability to form a red-purple complex with these ions in alkaline conditions allows for accurate and sensitive measurements in various applications.
Used in Chemical Synthesis:
As a bidentate ligand, 1,2-Diformylhydrazine is used in the formation of 1:1 metal to ligand complexes with transition metals such as manganese (Mn), zinc (Zn), and nickel (Ni). These complexes have potential applications in various fields, including catalysis, materials science, and coordination chemistry.
It is important to consider the potential health risks associated with 1,2-Diformylhydrazine, as it has been observed to increase the likelihood of lung tumor development in mice when administered as a 2% solution. Proper safety precautions and handling procedures should be followed when working with 1,2-Diformylhydrazine to minimize exposure and potential health hazards.

InChI:InChI=1/C2H4N2O2/c5-1-3-4-2-6/h1-2H,(H,3,5)(H,4,6)

Upstream product

• 64-18-6 formic acid 
• 141-53-7 sodium formate 
• 77287-34-4 formamide 
• 109-94-4 formic acid ethyl ester 
• 624-84-0 formic acid hydrazide 
• 209797-62-6 Formic acid [1-ethoxy-eth-(E)-ylidene]-hydrazide 
• 209797-66-0 Formic acid [1-ethoxy-1-phenyl-meth-(E)-ylidene]-hydrazide 
• 209797-67-1 ethyl p-methylbenzoateformylhydrazone 
• 209797-63-7 Formic acid [1-ethoxy-2-phenyl-eth-(E)-ylidene]-hydrazide 
• 209797-65-9 Formic acid [2-(4-chloro-phenyl)-1-ethoxy-eth-(E)-ylidene]-hydrazide 
• 7803-57-8 hydrazine hydrate 
• 302-01-2 hydrazine 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 66076-96-8 (3-oxo-5-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-(5-oxo-3-phenyl-1,5-dihydro-pyrazol-4-ylidene)-methane 
• 98555-71-6 1-(2,5-dichlorophenyl)-1H-1,2,3,4-tetrazole 
• 80535-18-8 4-(4-methylphenyl)-4H-1,2,4-triazole 
• 90564-70-8 4-o-tolyl-1,2,4-triazole 
• 5378-52-9 phenyl-1H-tetrazole 
• 288-88-0 1,2,4-Triazole 
• 584-13-4 4-amino-1,2,4-triazole 
• 787-84-8 N'-benzoylbenzohydrazide 
• 16227-12-6 1-phenyl-1,3,4-triazole 
• 99989-86-3 4-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-4H-[1,2,4]triazole 
• 91333-18-5 6-(4-Aethoxy-anilino)-4-amino-1.3.5-triazin 
• 16114-05-9 N,N'-bis(dimethylaminomethylene)hydrazine 
• 16120-71-1 1-Formyl-1-benzyl-hydrazin 
• 86045-23-0 5-Dimethylaminomethylenaminosulfonyl-4-thiophenoxy-3-(1,3,4-triazol-1-yl)benzoesaeuremethylester 

Relevant academic research and scientific papers

Synthesis, Structure, and Characterization of 3, 4′-Bis-1H-1, 2,4-triazolium Picrate Salt: A New High-Energy Density Material

The environmentally friendly high-energy density salt (TRTR)(PA) (TRTR = 3, 4′-bis-1, 2,4-1H-triazole, PA = 2, 4,6-trinitrophenol, picric acid) was synthesized and characterized. The X-ray single crystal diffraction results illustrate that the structure of title salt belongs to the monoclinic system, space group P21/c. Many parallel relationships exist in the molecule, as well as a strong intramolecular π-π stacking interaction. The DSC result shows only one exothermal decomposition step at 229.1 C. The TG-DTG curve demonstrates a 75.9 % mass loss from 180 C to 300 C at a rate of 3.01 %·K-1. Experimental data show that the combustion heat approximately equals to TNT (-15.22 MJ·kg-1) and the enthalpy of formation is +332.2 kJ·mol-1. Non-isothermal kinetic and thermodynamic parameters were obtained by two methods (Kissinger and Ozawa). Detonation pressure and velocity were calculated to be 23.4 GPa and 7.32 km·s-1, respectively. Additionally, the sensitivities towards impact and friction were assessed with relevant standard methods.

Preparation method of hexahydropyridazine dihydrochloride

The invention relates to a preparation method of hexahydropyridazine dihydrochloride, which comprises the following steps: reacting formic acid with hydrazine hydrate to generate N,N'-diformylhydrazine; then reacting the N,N'-diformylhydrazine with 1,4-dibromobutane under the alkaline condition to generate tetrahydropyridazine-1,2-diformaldehyde; and finally reacting the tetrahydropyridazine-1,2-diformaldehyde with hydrochloric acid to generate the hexahydropyridazine dihydrochloride. Compared with the prior art, the method provided by the invention has the advantages of easily available and cheap raw materials, mild reaction, simple operation, low requirements on reaction equipment, and easy industrialization.

Synthesis and molecular properties of formic hydrazides

The existence of 1,3-silatropic transformation in N',N'-dimethyl-N-(trimethylsilyl)formic hydrazide was discovered. In the crystal, its molecules form chains due to bifurcated hydrogen bonds.

An unprecedented CoII cuboctahedron as the secondary building unit in a Co-based metal-organic framework

A cubic metal-organic framework with an unprecedented octanuclear secondary building unit (SBU) was isolated. The obtained SBU is composed of 8 Co II ions at each vertex, 6 μ4-OH groups at each face, and 12 cpt- ligands framing the metal core. The cuboctahedra arrange in a ubt framework topology, eliciting a highly symmetrical MOF structure. Magnetic measurements as well as DFT calculations on this crystalline MOF reveal intramolecular antiferromagnetic coupling between CoII ions in the octanuclear SBU. the Partner Organisations 2014.

Synthesis and characterization of two formyl 2-tetrazenes

The synthesis of two formyl 2-tetrazenes, namely, (E)-1-formyl-1,4,4- trimethyl-2-tetrazene (2) and (E)-1,4-diformyl-1,4-dimethyl-2-tetrazene (3), by oxidation of (E)-1,1,4,4-tetramethyl-2-tetrazene (1) using potassium permanganate in acetone solution is presented. Compound 3 was also synthesized in an improved yield from the oxidation of 1-formyl-1-methylhydrazine (4 a) using potassium permanganate in acetone. Both compounds 2 and 3 were characterized by analytical (elemental analysis, GC-MS) and spectroscopic methods (1H, 13C, and 15N NMR spectroscopy, and IR and Raman spectroscopy). In addition, the solid-state structures of the compounds were confirmed by low-temperature X-ray analysis. (Compound 2: triclinic; space group P-1; a=5.997(1) A, b=8.714(1) A, c=13.830(2) A; α=107.35(1)°, β=90.53(1)°, γ=103.33(1)°; VUC=668.9(2) A3; Z=4; ρcalc=1.292 cm-3. Compound 3: monoclinic; space group P21/c; a=5.840(2) A, b=7.414(3) A, c=8.061(2) A; β=100.75(3) °; VUC=342(2) A3; Z=2; ρcalc=1. 396 g cm-3.) The vibrational frequencies of compounds 2 and 3 were calculated using the B3LYP method with a 6-311+G(d,p) basis set. We also computed the natural bond orbital (NBO) charges using the rMP2/aug-cc-pVDZ method and the heats of formation were determined on the basis of their electronic energies. Furthermore, the thermal stabilities of these compounds, as well as their sensitivity towards classical stimuli, were also assessed by differential scanning calorimetry and standard BAM tests, respectively. Lastly, the attempted synthesis of (E)-1,2,3,4-tetraformyl-2-tetrazene (6) is also discussed.

Microwave promoted energy-efficient N-formylation with aqueous formic acid

Microwave-induced organic reaction enhancement ('MORE') chemistry technique (open vessel; controlled microwave energy to stay below the boiling point of the reaction mixture) was used for the N-formylation of aliphatic and aromatic amines and amino heterocycles with aq formic acid (80%) on a multiple gram scale in a few minutes.

A Study on Ester Formylhydrazones

A series of ester formylhydrazones 2 were synthesized from the reaction of alkyl imidate hydrochlorides 1 with formylhydrazine. Treatment of 2 with hydrazine hydrate, ethyl carbazate and tert-butyl carbazate led to the formation of 3-alkyl-4-amino-, 3-alkyl-4-ethoxycarbonylamino- and 3-alkyl-4-tert-butoxycarbonylamino-4H-1,2,4-triazoles 3-5, respectively. Reaction of compounds 2 with formylhydrazine gave N,N′-diformylhydrazine 6. Compounds 2 were reacted with 2,5-dimethoxytetrahydrofuran to afford 3-alkyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazoles 8.