24807-55-4

Basic information

• Product Name: 3-Nitro-1,2,4-triazole
• Synonyms: s-Triazole, 3-nitro-;AKOS MSC-0736;AKOS B006601;3-NITRO-1H-1,2,4-TRIAZOLE;3-NITRO-1,2,4-TRIAZOLE;5-NITRO-1H-[1,2,4]TRIAZOLE;1H-1,2,4-Triazole, 3-nitro-;1H-1,2,4-Triazole,3-nitro-(9CI)
• CAS NO: 24807-55-4
• Molecular Formula: C₂H₂N₄O₂
• Molecular Weight: 114.06
• EINECS: 246-468-1
• Product Categories: NITRO;FINE Chemical & INTERMEDIATES;Nucleotides and Nucleosides;Biochemistry;Condensation & Active Esterification;Condensing Agents (DNA / RNA Synthesis);Nucleosides, Nucleotides & Related Reagents;Protecting Agents, Phosphorylating Agents & Condensing Agents;Synthetic Organic Chemistry;Bases & Related Reagents;Nucleotides;Building Blocks;Heterocyclic Building Blocks;Triazoles;Heterocycles
• Mol File: 24807-55-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 210 °C (dec.)(lit.)
• Boiling Point: 213.51°C (rough estimate)
• Flash Point: 201.4 °C
• Appearance: White or light yellow powder
• Density: 1.7897 (rough estimate)
• Vapor Pressure: 6.54E-07mmHg at 25°C
• Refractive Index: 1.4164 (estimate)
• Storage Temp.: 0-6°C
• Solubility: Methanol
• PKA: 5.92±0.20(Predicted)
• Water Solubility: slightly soluble
• BRN: 607167
• CAS DataBase Reference: 3-Nitro-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitro-1,2,4-triazole(24807-55-4)
• EPA Substance Registry System: 3-Nitro-1,2,4-triazole(24807-55-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• F: 9
• HazardClass: IRRITANT
• Hazardous Substances Data: 24807-55-4(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Solid

Uses

3-Nitro-1,2,4-triazole is used in oligonucleotide synthesis. Also a radiosensitizer of hypoxic cells in vitro.

InChI:InChI=1/C2H2N4O2/c7-6(8)2-3-1-4-5-2/h1H,(H,3,4,5)

Upstream product

• 133157-99-0 1-Chloro-3-nitro-1,2,4-triazole 
• 7664-93-9 sulfuric acid 
• 61-82-5 3-amino-1,2,4-triazole 
• 126401-88-5 C₁₆H₃₆N⁽¹⁺⁾*C₂HN₄O₂^(1-) 
• 71-43-2 benzene 
• 26621-45-4 methyl-3-nitro-1H-1,2,4-triazole 
• 70965-24-1 ethyl 2-(3-nitro-1H-1,2,4-triazol-1-yl)acetate 
• 81606-82-8 (3-Nitro-[1,2,4]triazol-1-yl)-acetonitrile 
• 81911-06-0 C₅H₄N₈O₄ 
• 74205-83-7 (3-nitro-1H-1,2,4-triazol-1-yl)methanol 
• 36899-13-5 potassium salt of 3-nitro-1,2,4-triazole 
• 61-82-5 3⁽⁵⁾-amino-1,2,4-triazole 

Downstream Products

• 93403-75-9 5'-O-(dimethoxytrityl)thymidine 3'-(p-chlorophenyl phosphoro-3-nitro-1,2,4-triazolide) 
• 74257-00-4 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole 
• 76991-94-1 C₄₀H₂₉N₉O₁₀ 
• 74205-83-7 (3-nitro-1H-1,2,4-triazol-1-yl)methanol 
• 147917-48-4 1-(1-adamantyl)-3-nitro-1H-1,2,4-triazole 
• 93170-47-9 [9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-(3-nitro-[1,2,4]triazol-1-yl)-9H-purin-2-yl]-trityl-amine 
• 93170-46-8 [9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-(3-nitro-[1,2,4]triazol-1-yl)-9H-purin-2-yl]-[(4-methoxy-phenyl)-diphenyl-methyl]-amine 
• 131132-01-9 4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one 
• 74245-78-6 2'-Methyl-3,5'-dinitro-2'H-[1,3']bi[[1,2,4]triazolyl] 
• 22244-55-9 1-methyl-3-nitro-1,2,4-triazol-5-one 
• 60728-89-4 1-acetonyl-3-nitro-1,2,4-triazole 
• 26621-29-4 1-methyl-5-nitro-1H-1,2,4-triazole 
• 26621-31-8 4-methyl-3-nitro-1,2,4-triazole 
• 26621-45-4 methyl-3-nitro-1H-1,2,4-triazole 

Relevant articles and documents

Synthesis and structure of new ditopic ligands containing tetrazole and 3-nitro-1,2,4-triazole fragments

Alkylation of 3-nitro-1,2,4-triazole with haloalkyltetrazoles has afforded in high yields previously unknown 1-[2-(3-nitro-1H-1,2,4-triazol-1-yl)ethyl]-1H- tetrazole and 2-tert-butyl-5-(3-nitro-1H-1,2,4-triazol-1-ylmethyl)-2H-tetrazole. The molecular and crystal structure of these compounds has been established by X-ray diffraction analysis (XRD).

A green and facile approach for synthesis of nitro heteroaromatics in water

A convenient and green method for the oxidation of nitrogen-rich heterocyclic amines to nitro-substituted heteroaromatics using potassium peroxymonosulfate (2KHSO5·KHSO4·K 2SO4, Oxone) in water was developed. This method has several advantages over previous methods: operational simplicity, safety, inexpensive reagents, the use of H2O as the sole solvent, and mild conditions. The utility of the present oxidative system was demonstrated by the synthesis of the important energetic compounds 3,4,5-trinitro-1H-pyrazole (TNP) and 5-amino-3-nitro-1H-1,2,4-triazole (ANTA).

Oxidation of 3-Amino-1,2,4-triazoles to 3-Nitro-1,2,4-triazoles with Sodium Perborate

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