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Sodium amide, commonly called sodamide (systematic name sodium azanide), is the inorganic compound with the formula NaNH 2. 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 ...
Sodium amide (also known as sodamide) is synthesized from sodium metal and ammonia with ferric nitrate catalyst. [3] [4] The sodium compound is white, but the presence of metallic iron turns the commercial material gray. 2 Na + 2 NH 3 → 2 NaNH 2 + H 2. Lithium diisopropylamide is a popular non-nucleophilic base used in organic synthesis.
In the first step, ammonia is converted to sodium amide by metallic sodium: 2 Na + 2 NH 3 → 2 NaNH 2 + H 2. It is a redox reaction in which metallic sodium gives an electron to a proton of ammonia which is reduced in hydrogen gas. Sodium easily dissolves in liquid ammonia to produce solvated electrons responsible for the blue color of the ...
The alkali metal derivatives are best known, although usually referred to as alkali metal amides. Examples include lithium amide, sodium amide, and potassium amide.These salt-like solids are produced by treating liquid ammonia with strong bases or directly with the alkali metals (blue liquid ammonia solutions due to the solvated electron): [1] [2] [4]
It is a sodium salt of acetylene, consisting of sodium cations Na + and hydrogen acetylide anions − C≡CH. It is a derived from acetylene by deprotonation using a sodium base, typically sodium amide. [2] HC≡CH + NaNH 2 → NaC≡CH + NH 3
The core −C(=O)−(N) of amides is called the amide group (specifically, carboxamide group). In the usual nomenclature, one adds the term "amide" to the stem of the parent acid's name. For instance, the amide derived from acetic acid is named acetamide (CH 3 CONH 2). IUPAC recommends ethanamide, but this and related formal names are rarely ...
Sodium amide is a handy reagent for the Chichibabin reaction but handling it can be dangerous and caution is advised. [4] σ-adduct (Meisenheimer adduct) formation; Evidence indicates that before addition of the amino group, the ring nitrogen atom is sorbed onto the surface of sodium amide and the sodium cation forms a coordination complex. [3]
Sodium azide is made industrially by the reaction of nitrous oxide, N 2 O with sodium amide NaNH 2 in liquid ammonia as solvent: [2]. N 2 O + 2 NaNH 2 → NaN 3 + NaOH + NH 3. Many inorganic azides can be prepared directly or indirectly from sodium azide.