Silver nitrite
Silver nitrite is an inorganic compound with the formula AgNO2.[1]
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| Names | |
|---|---|
| IUPAC name
Silver(I) nitrite | |
| Other names
Argentous nitrite | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.029.128  |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| AgNO2 | |
| Molar mass | 153.87 g/mol |
| Appearance | colorless to yellow crystals |
| Melting point | 140 °C (284 °F; 413 K) |
| 0.155 g/100 mL (0 °C) 0.275 g/100 mL (15 °C) 1.363 g/100 mL (60 °C) | |
| Solubility | insoluble in ethanol |
| −42.0·10−6 cm3/mol | |
| Hazards | |
| Safety data sheet | Sigma-Aldrich |
EU classification (DSD) (outdated) |
not listed |
| NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Applications
Silver nitrite has many applications. Notable examples include:
- The production of aniline compounds.
- General oxidizing agent.
- Victor Meyer type nucleophilic substitution reactions with organobromides or organoiodides forming nitro compounds.[2]
- Nitroalkene synthesis with nitryl iodide generated in-situ from silver nitrite and elemental iodine.[3]
Production
Silver nitrite is produced from the reaction between silver nitrate and an alkali nitrite, such as sodium nitrite.[2] Silver nitrite is much less soluble in water than silver nitrate, and a solution of silver nitrate will readily precipitate silver nitrite upon addition of sodium nitrite:
- AgNO3 (aq) + NaNO2 (s) → NaNO3 (aq) + AgNO2 (precipitate)
Alternatively, it can be produced by the reaction between silver sulfate and barium nitrite.
References
- American elements
- Kornblum, N.; Ungnade, H. E. (1958). "1-NITROÖCTANE" (PDF). Organic Syntheses. 38: 75. Retrieved 6 January 2014.
- Waldman, Steve; Monte, Aaron, Monte; Bracey, Ann & Nichols, David (1996). "One-pot Claisen rearrangement/O-methylation/alkene isomerization in the synthesis of ortho-methoxylated phenylisopropylamines". Tetrahedron Letters. 37 (44): 7889–7892. doi:10.1016/0040-4039(96)01807-2.CS1 maint: multiple names: authors list (link)
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