173167-32-3

Basic information

• Product Name: 2-(5-NITRO-1H-1,2,4-TRIAZOL-3-YL)ACETIC ACID
• Synonyms: 2-(5-NITRO-1H-1,2,4-TRIAZOL-3-YL)ACETIC ACID;CHEMBRDG-BB 5529135;(5-NITRO-1H-1,2,4-TRIAZOL-3-YL)ACETIC ACID;TIMTEC-BB SBB002749;(5-nitro-1H-1,2,4-triazol-3-yl)acetic acid(SALTDATA: H2O)
• CAS NO: 173167-32-3
• Molecular Formula: C4H4N4O4
• Molecular Weight: 172.1
• Mol File: 173167-32-3.mol

Chemical Properties

• Boiling Point: 595.7°C at 760 mmHg
• Flash Point: 314.1°C
• Appearance: /
• Density: 1.84g/cm³
• Vapor Pressure: 4.86E-15mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: 2-(5-NITRO-1H-1,2,4-TRIAZOL-3-YL)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-NITRO-1H-1,2,4-TRIAZOL-3-YL)ACETIC ACID(173167-32-3)
• EPA Substance Registry System: 2-(5-NITRO-1H-1,2,4-TRIAZOL-3-YL)ACETIC ACID(173167-32-3)

Safety Data

• Hazardous Substances Data: 173167-32-3(Hazardous Substances Data)

Usage

Structure

A triazole derivative with a nitro group attached to the 5-position

Usage

Commonly used as a building block in organic synthesis and pharmaceutical chemistry

Applications

Potential applications in the development of drugs, agrochemicals, and materials

Synthesis

Valuable intermediate for the synthesis of various heterocyclic compounds with diverse biological activities and industrial uses

Metal coordination chemistry

Triazole moiety makes it a potential ligand for metal coordination chemistry and catalysis

Utility

Versatile and important compound with broad utility in scientific research and commercial applications

InChI:InChI=1/C4H4N4O4/c9-3(10)1-2-5-4(7-6-2)8(11)12/h1H2,(H,9,10)(H,5,6,7)

Upstream product

• 143832-52-4 2-(5-amino-1H-1,2,4-triazol-3-yl)acetic acid 

Relevant articles and documents

Trinitromethyl-substituted 5-nitro- or 3-azo-1,2,4-triazoles: Synthesis, characterization, and energetic properties

Various new polynitro-1,2,4-triazoles containing a trinitromethyl group were synthesized by straightforward routes. These high nitrogen and oxygen-rich compounds were fully characterized using IR and multinuclear NMR spectroscopy, elemental analysis, natural bonding orbital (NBO) analysis, and differential scanning calorimetry (DSC) and, in the case of 12, with single crystal X-ray structuring. The heats of formation for all compounds were calculated with Gaussian 03 (revision D.01) and then combined with experimentally determined densities to determine detonation pressures (P) and velocities (D) of the energetic materials (Cheetah 5.0). They exhibit high density, good thermal stability, acceptable oxygen balance, positive heat of formation, and excellent detonation properties, which, in some cases, are superior to those of TNT, RDX, and HMX.

Synthesis and promising properties of a new family of high-density energetic salts of 5-nitro-3-trinitromethyl-1H-1,2,4-triazole and 5,5′-bis(trinitromethyl)-3,3′-azo-1 H -1,2,4-triazole

Salts of trinitromethyl-substituted triazoles, 5-nitro-3-trinitromethyl-1H- 1,2,4-triazole and 5,5′-bis(trinitromethyl)-3,3′-azo-1H-1,2,4- triazole (5), form a new class of highly dense energetic materials. Single-crystal X-ray structuring supports the formation of the cocrystal of 5 with 3,5-diamino-1,2,4-triazole, which was found to be remarkably less impact-sensitive than the azo precursor. The compounds were fully characterized using IR and multinuclear NMR spectroscopy, elemental analysis, and differential scanning calorimetry. Based on heats of formation calculated with Gaussian 03 and combined with experimentally determined densities, detonation properties of the energetic materials obtained with the EXPLO5 program identify them as potentially explosive compounds. They exhibit high density, moderate to good thermal stability, acceptable oxygen balance, reasonable heat of formation, and excellent detonation properties, which in some cases are superior to those of 1,3,5,-trinitrotriazacyclohexane (RDX).