17220-38-1

Basic information

• Product Name: 3,4-Diaminofurazan
• Synonyms: FURAZAN-3,4-DIAMINE;Furazandiamine;3,4-Diamino-1,2,5-oxadiazole;3,4-DIAMINOFURAZAN;3,4-DIAMINOFURAZANE;4-AMINO-1,2,5-OXADIAZOL-3-YLAMINE;AKOS BB-9341;TIMTEC-BB SBB000032
• CAS NO: 17220-38-1
• Molecular Formula: C₂H₄N₄O
• Molecular Weight: 100.08
• Product Categories: Amines
• Mol File: 17220-38-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 178-183 °C
• Boiling Point: 304 °C at 760 mmHg
• Flash Point: 137.7 °C
• Appearance: White to slightly beige/Crystalline Powder
• Density: 1.582 g/cm³
• Vapor Pressure: 0.056mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: 2-8°C
• PKA: 1.31±0.47(Predicted)
• CAS DataBase Reference: 3,4-Diaminofurazan(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Diaminofurazan(17220-38-1)
• EPA Substance Registry System: 3,4-Diaminofurazan(17220-38-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 24/25-26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 17220-38-1(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly beige crystalline powder

Uses

3,4-Diaminofurazan is a building block used to prepare magnesium and zinc alkynylated salicylaldehyde-diamine Schiff base complexes. 3,4-Diaminofurazan is also used to prepare aryl(hydroxy)oxadiazolopyrazines via oxidation of acetophenones followed by heterocyclization with antibacterial-activities.

InChI:InChI=1/C4H6N2O/c5-3-1-7-2-4(3)6/h1-2H,5-6H2

Upstream product

• 2580-79-2 diaminoglyoxime 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 78350-49-9 4-azido-1,2,5-oxadiazol-3-amine 
• 129282-39-9 3-methoxy-4-nitrofurazan 
• 129282-40-2 3-Nitro-4-phenoxy-furazan 
• 131543-46-9 Glyoxal 
• 557-30-2 glyoxime 
• 516512-28-0 3-isopropoxy-4-nitro-furazan 
• 155438-30-5 3,4-Dinitrofurazan 
• 152845-81-3 4,4'-di(3-nitrofurazanyl) ether 
• 146859-32-7 1,3-dinitro-1,3-bis(4-nitrofurazan-3-yl)-1,3-diazapropane 
• 120493-21-2 3,3’-bi-(5-trifluoromethyl-1,2,4-oxadiazole) 
• 120493-20-1 5-trifluoromethyl-1,2,4-oxadiazole-3-carboxyamidoxime 

Downstream Products

• 24294-89-1 [1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diol 
• 67200-32-2 Cyclohexenofurazano<3,4-b>pyrazin 
• 26261-74-5 5,7-diphenyl-4H-[1,2,5]oxadiazolo[3,4-b][1,4]diazepine 
• 53454-70-9 4-phenylazo-furazan-3-ylamine 
• 107835-21-2 3-Salicylideneamino-4-aminofurazan 
• 120337-16-8 3,4-bis(phenylureido)furazan 
• 121400-62-2 6-[2-(4-Chloro-phenyl)-2-oxo-eth-(E)-ylidene]-6,7-dihydro-4H-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-one 
• 140836-12-0 N-(4-Amino-furazan-3-yl)-3-oxo-3-p-tolyl-propionamide 
• 140836-13-1 N-(4-Amino-furazan-3-yl)-3-(4-chloro-phenyl)-3-oxo-propionamide 
• 140836-17-5 3-(4-Bromo-phenyl)-N-{4-[3-(4-bromo-phenyl)-3-oxo-propionylamino]-furazan-3-yl}-3-oxo-propionamide 
• 121400-63-3 6-[2-(4-Methoxy-phenyl)-2-oxo-eth-(E)-ylidene]-6,7-dihydro-4H-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-one 
• 121400-60-0 6-[2-Oxo-2-p-tolyl-eth-(E)-ylidene]-6,7-dihydro-4H-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-one 
• 121400-61-1 6-[2-(4-Bromo-phenyl)-2-oxo-eth-(E)-ylidene]-6,7-dihydro-4H-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-one 
• 75-13-8 isocyanic acid 

Relevant articles and documents

Taming of 3,4-Di(nitramino)furazan

Highly energetic 3,4-di(nitramino)furazan (1, DNAF) was synthesized and confirmed structurally by using single-crystal X-ray diffraction. Its highly sensitive nature can be attributed to the shortage of hydrogen-bonding interactions and an interactive nitro chain in the crystal structure. In order to stabilize this structure, a series of corresponding nitrogen-rich salts (3-10) has been prepared and fully characterized. Among these energetic materials, dihydrazinium 3,4-dinitraminofurazanate (5) exhibits a very promising detonation performance (vD = 9849 m s-1; P = 40.9 GPa) and is one of the most powerful explosives to date. To ensure the practical applications of 5, rather than preparing the salts of 1 through acid-base reactions, an alternative route through the nitration of N-ethoxycarbonyl-protected 3,4-diaminofurazan and aqueous alkaline workup was developed.

N-trinitroethyl-substituted azoxyfurazan: High detonation performance energetic materials

Azoxyfurazan derivatives based on the trinitroethyl functionality were synthesized. These energetic N-trinitroethyl-substituted azoxyfurazans were fully characterized by using 1H and 13C NMR spectroscopy, IR, elemental analysis, differential scanning calorimetry (DSC), thermogravimetric analysis (TG) as well as single crystal X-ray diffraction, and, in the case of N-trinitroethylamino azoxyfurazan 4, with 15N NMR spectroscopy. Furthermore, compound 4 and nitramine 5 have been tested for their responses to impact, friction, and electrostatic discharge. The detonation pressures and velocities of the azoxyfurazan derivatives were calculated, ranging from 35.8 GPa to 41.2 GPa and 8861 m s-1 to 9458 m s-1, respectively. Additionally, compound 5 having an oxygen balance of near zero (+2.5%), exhibits a favorable measured density (1.92 g cm-3) and excellent detonation property (ΔfHm, 962.1 kJ mol-1; P, 41.2 GPa; D, 9458 m s-1). Thus, these compounds could be potential high detonation performance energetic materials.

A study of N-trinitroethyl-substituted aminofurazans: High detonation performance energetic compounds with good oxygen balance

Two energetic N-trinitroethyl-substituted aminofurazans 11 and 12, as well as nitramine 13 (the N-nitration product of 12) were synthesized. All the compounds were well characterized by NMR spectra, IR spectroscopy, elemental analysis, differential scanning calorimetry (DSC) and thermogravimetric analysis (TG). Their structures were further confirmed by X-ray diffraction studies, which show favorable densities (1.82-1.87 g cm-3). Interestingly, they exhibit good thermal stability (Tdec = 159-230 °C), acceptable oxygen balance (-15.31%-0) and high positive heats of formation (268-1259.5 kJ mol-1). In addition, the performance calculations gave detonation pressures and velocities for the furazan derivatives in the range of 35.4-40.8 GPa and 8900-9486 m s-1, respectively. Furthermore, nitramine 13 (nitrate product of 12), having an oxygen balance of zero, exhibits outstanding detonation properties (ΔfHm, 1259.5 kJ mol-1; D, 9486 m s-1; P, 40.8 GPa), which could be used as a high detonation performance energetic material.

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Kilogram-grade preparation method of 3,3'-diamino-4,4'-azoxyfurazan

The invention discloses a kilogram-grade preparation method of 3,3'-diamino-4,4'-azoxyfurazan. The kilogram-grade preparation method is characterized by comprising the following steps: taking glyoxaland the like as raw materials; enabling the raw materials and hydroxylamine hydrochloride to react under an alkaline condition to synthesize an intermediate 3,4-diaminofurazan; then oxidizing the 3,4-diaminofurazan in a sodium bicarbonate solution through potassium bisulfate to obtain a crude product; recrystallizing the crude product to remove impurities, so as to obtain the high-purity 3,3'-diamino-4,4'-azoxyfurazan with the purity of 99.6 percent. The preparation method disclosed by the invention has the advantages of simplicity, short reaction time and stable technology; the prepared 3,3'-diamino-4,4'-azoxyfurazan is especially applicable as initiating explosive for a slapper plate detonator.