Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
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.
Sodiumamide, commonly called sodamide (systematic name sodium azanide), is the inorganic compound with the formula NaNH2. It is a salt composed of the...
referred to as alkali metal amides. Examples include lithium amide, sodiumamide, and potassium amide. These salt-like solids are produced by treating liquid...
ammonia is converted to sodiumamide by metallic sodium: 2 Na + 2 NH3 → 2 NaNH2 + H2 It is a redox reaction in which metallic sodium gives an electron to...
producing 2-aminopyridine derivatives by the reaction of pyridine with sodiumamide. It was reported by Aleksei Chichibabin in 1914. The following is the...
In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula R−C(=O)−NR′R″, where R, R', and...
reaction of sodiumamide with carbon at elevated temperatures. NaNH2 + C → NaCN + H2 The structure of solid NaCN is related to that of sodium chloride....
sodium sulfate, sodium bicarbonate and sodium carbonate. Sodium amide (NaNH2) is the sodium salt of ammonia (NH3). The Merck Index. An Encyclopaedia of Chemicals...
greenhouse gases. Ammonia to hydrogen conversion can be achieved through the sodiumamide process or the catalytic decomposition of ammonia using solid catalysts...
and alkalis, a few drops of sodium hydroxide solutions can readily decompose proteins and lipids in living tissues via amide hydrolysis and ester hydrolysis...
Sodium hydrosulfide is the chemical compound with the formula NaSH. This compound is the product of the half-neutralization of hydrogen sulfide (H2S) with...
B family of medications, specifically the vitamin B3 complex. It is an amide of nicotinic acid. Foods that contain niacinamide include yeast, meat, milk...
of sodiumamide to form 4-chlorophenyl(2-pyridyl)acetonitrile. Alkylating this with 2-dimethylaminoethylchloride in the presence of sodiumamide gives...
mechanism has been extensively studied in reactions of metal amide nucleophiles (such as sodiumamide) and substituted pyrimidines (for instance 4-phenyl-6-bromopyrimidine...
base. Thus, even though sodiumamide (NaNH2) is an exceptional base (pKa of NH3 ~ 33), in water it is only as good as sodium hydroxide. On the other hand...
Sodium lauroyl sarcosinate (INCI), also known as sarcosyl, is an anionic surfactant derived from sarcosine used as a foaming and cleansing agent in shampoo...
Chichibabin, 1914) in which pyridine is reacted with an alkali-metal amide such as sodiumamide to form 2-aminopyridine. In the compound methyl 3-nitropyridine-4-carboxylate...
which yields pyridine derivatives aminated at the 2-position. Here, sodiumamide is used as the nucleophile yielding 2-aminopyridine. The hydride ion...
considered to exist in and function via high-order, aggregated species. Sodiumamide Butyllithium David, William I. F.; Jones, Martin O.; Gregory, Duncan...
Sodium nitride is the inorganic compound with the chemical formula Na3N. In contrast to lithium nitride and some other nitrides, sodium nitride is an...
as a propellant in air bags. Sodium azide is made industrially by the reaction of nitrous oxide, N2O with sodiumamide NaNH2 in liquid ammonia as solvent:...
halides often react via the intermediacy of benzynes. Chlorobenzene and sodiumamide react in liquid ammonia to give aniline by this pathway. Aryl halides...
Ethylene and ammonia combine to give ethylamine in the presence of a sodiumamide or related basic catalysts. H2C=CH2 + NH3 → CH3CH2NH2 Hydrogenation of...
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