Back أميد الصوديوم Arabic سودیوم آمید AZB Amida de sodi Catalan Amid sodný Czech Natriumamid German Sodamido Esperanto Amida de sodio Spanish سدیم آمید Persian Natriumamidi Finnish Amidure de sodium French
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| Names | |
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| IUPAC name
Sodium amide, sodium azanide[1]
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| Other names
Sodamide
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.029.064 |
| EC Number |
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PubChem CID
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| UNII | |
| UN number | 1390 |
CompTox Dashboard (EPA)
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| Properties | |
| NaNH2 | |
| Molar mass | 39.013 g·mol−1 |
| Appearance | Colourless crystals |
| Odor | Ammonia-like |
| Density | 1.39 g/cm3 |
| Melting point | 210 °C (410 °F; 483 K) |
| Boiling point | 400 °C (752 °F; 673 K) |
| Reacts | |
| Solubility | 40 mg/L (liquid ammonia), reacts with ethanol |
| Acidity (pKa) | 38 (conjugate acid)[2] |
| Structure | |
| orthorhombic | |
| Thermochemistry | |
Heat capacity (C)
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66.15 J/(mol·K) |
Std molar
entropy (S⦵298) |
76.9 J/(mol·K) |
Std enthalpy of
formation (ΔfH⦵298) |
-118.8 kJ/mol |
Gibbs free energy (ΔfG⦵)
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-59 kJ/mol |
| Hazards | |
| NFPA 704 (fire diamond) | |
| Flash point | 4.44 °C (39.99 °F; 277.59 K) |
| 450 °C (842 °F; 723 K) | |
| Related compounds | |
Other anions
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Sodium bis(trimethylsilyl)amide |
Other cations
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Lithium amide Potassium amide |
Related compounds
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Ammonia |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Sodium amide, commonly called sodamide (systematic name sodium azanide), is the inorganic compound with the formula NaNH2. It is a salt composed of the sodium cation and the azanide anion. This solid, which is dangerously reactive toward water, is white, but commercial samples are typically gray due to the presence of small quantities of metallic iron from the manufacturing process. Such impurities do not usually affect the utility of the reagent.[citation needed] NaNH2 conducts electricity in the fused state, its conductance being similar to that of NaOH in a similar state. NaNH2 has been widely employed as a strong base in organic synthesis.
- ^ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "amides". doi:10.1351/goldbook.A00266
- ^ Buncel, E.; Menon, B. (1977). "Carbanion mechanisms: VII. Metallation of hydrocarbon acids by potassium amide and potassium methylamide in tetrahydrofuran and the relative hydride acidities". Journal of Organometallic Chemistry. 141 (1): 1–7. doi:10.1016/S0022-328X(00)90661-2.