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- W2766506194 abstract "[24807-55-4] C2H2N4O2 (MW 114.06)InChI = 1S/C2H2N4O2/c7-6(8)2-3-1-4-5-2/h1H,(H,3,4,5)InChIKey = KUEFXPHXHHANKS-UHFFFAOYSA-N(this reagent is used as a coupling agent, as nucleophilic agent to introduction of various types of protecting groups in amines, alcohols, and widely used in oligonucleotide synthesis)Alternate Names: 5-nitro-1H-[1,2,4]-triazole,(NT/3-NTR), 3-nitro-1H-[1,2,4]-triazole, 1H-1,2,4-triazole, 3-nitro-.Physical Data: λmax (H2O) = 452 nm, melting point 208–210 °C, at 215–216 °C (decomposes) (literature).Solubility: soluble in organic solvents like THF, CH3CN, DMF, pyridine, MeOH, and slightly soluble in water.Form Supplied in: white/pale yellow powder, widely available.Analysis of Reagent Purity: 1H NMR (300 MHz, DMSO-d6): δ 8.86 (s, 1H); 13C NMR (75 MHz, DMSO-d6): δ 163.1, 146.3; IR (solid): 3162, 2861, 2776, 2730; crystallographic data are available as supplementary no. CCDC 807307.Preparative Methods: concentrated HNO3 (85 mL) was added dropwise over a period of 3 h to a mechanically stirred solution of 3-amino-1,2,4-triazole (25 g, 0.297 mol) at 0 to −5 °C (ice-salt bath) and NaNO2 (100 g, 1.45 mol) in water (150 mL). During this time, the reaction temperature was maintained between −2 and 10 °C. The reaction mixture was allowed to warm to 25 °C and stirring was continued overnight. The crude product was filtered to obtain a colorless precipitate of 3-nitro-1H-1,2,4-triazole:6 crystallization from methanol gave 23.9 g (70% yield).Rf = 0.2 (CHCl3-EtOH, 9:1); mp 208–210 °C.Handling, Storage, and Precautions: store in a tightly closed container. Store in a dry area and refrigerate (at 0–10 °C). Use with adequate ventilation. Minimize dust generation and accumulation. Avoid breathing dust, vapor, and mist. Avoid contact with eyes, skin, and clothing." @default.
- W2766506194 created "2017-11-10" @default.
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- W2766506194 date "2017-09-04" @default.
- W2766506194 modified "2023-10-18" @default.
- W2766506194 title "3-Nitro-1,2,4-triazole" @default.
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- W2766506194 doi "https://doi.org/10.1002/047084289x.rn02016" @default.
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