Names | |
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IUPAC name Silver(I) nitrite | |
Other names Argentous nitrite | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.029.128 |
EC Number |
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PubChem CID | |
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CompTox Dashboard (EPA) | |
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SMILES
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Properties | |
Chemical formula | AgNO2 |
Molar mass | 153.87 g/mol |
Appearance | colorless to yellow crystals |
Melting point | 140 °C (284 °F; 413 K) |
Solubility in water | 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 |
Magnetic susceptibility (χ) | −42.0·10 cm/mol |
Hazards | |
GHS labelling: | |
Pictograms | |
Signal word | Warning |
Hazard statements | H272, H302, H315, H319, H400 |
Precautionary statements | P210, P220, P221, P264, P270, P273, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P370+P378, P391, P501 |
NFPA 704 (fire diamond) | 2 0 2 |
Safety data sheet (SDS) | Sigma-Aldrich |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references |
Silver nitrite is an inorganic compound with the formula AgNO2.
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.
- Nitroalkene synthesis with nitryl iodide generated in-situ from silver nitrite and elemental iodine.
- 1,2,3-Benzothiadiazoles synthesis via skeletal editing (S,N-heteroarene ring transformation) of variously functionalized 2-halobenzothiazoles and benzothiazolinones
Production
Silver nitrite is produced from the reaction between silver nitrate and an alkali nitrite, such as sodium nitrite. 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
- "Silver nitrite". pubchem.ncbi.nlm.nih.gov. Retrieved 15 December 2021.
- American elements
- ^ Kornblum, N.; Ungnade, H. E. (1958). "1-Nitroöctane (Octane, 1-nitro-)" (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.
{{cite journal}}
: CS1 maint: multiple names: authors list (link) - Nociarova, Jela; Purkait, Anisha; Gyepes, Robert; Hrobarik, Peter (2024). "Silver-Catalyzed Skeletal Editing of Benzothiazol-2(3H)-ones and 2-Halogen-Substituted Benzothiazoles as a Rapid Single-Step Approach to Benzo[1,2,3]Thiadiazoles". Organic Letters. 26: 619–624.
Silver compounds | |||
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Silver(0,I) | |||
Silver(I) |
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Silver(II) | |||
Silver(III) | |||
Silver(I,III) |