163011-56-1

Basic information

• Product Name: 4-(1,2,4-OXADIAZOL-3-YL)-1,2,5-OXADIAZOL-3-AMINE
• Synonyms: 4-(1,2,4-OXADIAZOL-3-YL)-1,2,5-OXADIAZOL-3-AMINE;4-[1,2,4]OXADIAZOL-3-YL-FURAZAN-3-YLAMINE;CHEMBRDG-BB 4009849;TIMTEC-BB SBB006791;AKOS JY2090335;4-(1,2,4-oxadiazol-3-yl)-1,2,5-oxadiazol-3-amine(SALTDATA: FREE)
• CAS NO: 163011-56-1
• Molecular Formula: C4H3N5O2
• Molecular Weight: 153.1
• Mol File: 163011-56-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 371.8°C at 760 mmHg
• Flash Point: 178.7°C
• Appearance: /
• Density: 1.603g/cm³
• Vapor Pressure: 1.01E-05mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: 4-(1,2,4-OXADIAZOL-3-YL)-1,2,5-OXADIAZOL-3-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,2,4-OXADIAZOL-3-YL)-1,2,5-OXADIAZOL-3-AMINE(163011-56-1)
• EPA Substance Registry System: 4-(1,2,4-OXADIAZOL-3-YL)-1,2,5-OXADIAZOL-3-AMINE(163011-56-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 163011-56-1(Hazardous Substances Data)

Usage

General Description

4-(1,2,4-Oxadiazol-3-yl)-1,2,5-oxadiazol-3-amine is a chemical compound that belongs to the oxadiazole class. It is a highly reactive and potentially explosive compound that has applications in various fields such as pharmaceuticals, agrochemicals, and materials science. Its molecular structure consists of two oxadiazole rings fused together with an amine group attached at the third position. 4-(1,2,4-OXADIAZOL-3-YL)-1,2,5-OXADIAZOL-3-AMINE has potential as a building block for the synthesis of new drugs and materials due to its unique structural and chemical properties. However, it is important to handle this compound with extreme caution due to its reactivity and explosive nature.

InChI:InChI=1/C4H3N5O2/c5-3-2(7-11-8-3)4-6-1-10-9-4/h1H,(H2,5,8)

Upstream product

• 163011-60-7 3-(4-dimethylaminomethyleneaminofurazan-3-yl)-1,2,4-oxadiazole 
• 13490-32-9 4-amino-N-hydroxy-furazan-3-carboxamidine 
• 149-73-5 trimethyl orthoformate 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 30720-84-4 4-aminofurazan-3-carboxylic acid N-methylamide 
• 13300-88-4 4-amino-1,2,5-oxadiazole-3-carboxylic acid amide 

Relevant articles and documents

1,3,4-Oxadiazole Bridges: A Strategy to Improve Energetics at the Molecular Level

Many energetic materials synthesized to date have limited applications because of low thermal and/or mechanical stability. This limitation can be overcome by introducing structural modifications such as a bridging group. In this study, a series of 1,3,4-oxadiazole-bridged furazans was prepared. Their structures were confirmed by 1H and 13C NMR, infrared, elemental, and X-ray crystallographic analyses. The thermal stability, friction sensitivity, impact sensitivity, detonation velocity, and detonation pressure were evaluated. The hydroxylammonium salt 8 has an excellent detonation performance (D=9101 m s?1, P=37.9 GPa) and insensitive properties (IS=17.4 J, FS=330 N), which show its great potential as a high-performance insensitive explosive. Using quantum computation and crystal structure analysis, the effect of the introduction of the 1,3,4-oxadiazole moiety on molecular reactivity and the difference between the sensitivities and thermal stabilities of mono- and bis-1,3,4-oxadiazole bridges are considered. The synthetic method for introducing 1,3,4-oxadiazole and the systematic study of 1,3,4-oxadiazole-bridged compounds provide a theoretical basis for future energetics design.

Synthesis and properties of 3-azido-4-(2H-tetrazol-5-yl)furazan

[Figure not available: see fulltext.] We describe an effective scheme for the synthesis of a new energetic compound – 3-azido-4-(2H-tetrazol-5-yl)furazan from 4-amino-N'-hydroxyfurazan-3-carboximidamide. The structure of 3-azido-4-(2H-tetrazol-5-yl)furazan was proved by 1Н and 13С NMR spectroscopy, mass spectrometry, and X-ray structural analysis. 3-Azido-4-(2H-tetrazol-5-yl)furazan crystallized in monoclinic syngony, space group Р21/n, monocrystal density d 1.953 g·cm–3 (100 K). According to differential scanning calorimetry data, 3-azido-4-(2Htetrazol-5-yl)furazan melts at 103.3°С, while the maximum of thermal decomposition exotherm was observed at 185.6°С. The sensitivity of 3-azido-4-(2H-tetrazol-5-yl)furazan to impact (2 kg, 25 cm, 36% explosion frequency) and to friction (1450 kg·cm–3 lower limit) was at the level of pentaerythritol tetranitrate. The salts of 3-azido-4-(2H-tetrazol-5-yl)furazan with ammonia and guanylurea were also obtained and characterized.

Azo-furazan compound and preparing method thereof

The invention discloses an azo-furazan compound and a preparing method thereof. The preparing method includes the specific steps that malononitrile serves as a raw material and is reacted with an oxidizing agent to obtain an amino-oximido furazan intermediate; the amino-oximido furazan intermediate is reacted with different cyclization reagents (triethyl orthoformate, bromized nitrile, acetic anhydride, trifluoroacetic anhydride and the like) to obtain an amidogen-substituted furazan intermediate, then the furazan intermediate is reacted with potassium permanganate and hydrochloric acid of 10%-20%, and the azo-furazan compound is separated and precipitated. The preparing method is simple; compared with the prior art, azo-furazan compounds with different substituent groups can be prepared at a time in a high throughput mode, operation is safe, and cost is low.