Ammonia liquid, sodium

In most cases, the reaction requires external stimulation in which a catalytic amount of electrons is injected into the solution. Solvated electrons in liquid ammonia, sodium amalgam in the same solvent71 light,66-68 electrodes1167 and... 

Triphenylmethyl sodium and triphenylmethyl potassium conduct in liquid ammonia although they slowly react with that solvent.887 888 When the liquid ammonia is allowed to evaporate from a solution of triphenylmethyl sodium in ammonia, the residue is a colorless mixture of sodamide and triphenylmethane. The sodium-tin and sodium-germanium compounds analogous to sodium triphenylmethide are also strong electrolytes in liquid ammonia. Sodium acetylide in liquid ammonia is dissociated to about the same extent as sodium acetate in water.889... 

An exception exists to the monobasic nature of sulfamic acid when it dissolves in liquid ammonia. Sodium, potassium, etc. add both to the amido and sulfonic portions of the molecule to give salts, such as NaS03NHNa. 

A variety of strong reducing agents, including solutions of alkali metals in liquid ammonia, sodium solubilized by crown ethers or cryptands in tetrahydrofuran (THF), and alkali metal naphthalenides in THF, have been found to reduce M2(CO)10 and/or [M(CO)5] (M = Mn and Re) to the respective [M(CO)4]3- however, [Re(CO)5] has often been observed to be... 

Electrolysis in dry liquid ammonia (sodium iodide as supporting electrolyte, Pt electrode) of certain quaternary derivatives of partly reduced heterocyclic systems produces ring cleavage thus the methiodide of N-methylindoline (199) gives l-phenyl-2-dimethyl-aminoethane (200) in 75% yield.204,205... 

Another occasion when this definition is of some importance to an organic chemist occurs in the Birch reduction, which is performed in liquid ammonia. Sodium metal is dissolved in liquid ammonia to give solvated electrons, which may be represented, rather simplistically, as NH /p-. 

Take care not to confuse sodium amide (Na TS1H2) with sodium (Na) in liquid ammonia. Sodium amide... 

When a compound is reduced using sodium in liquid ammonia, sodium donates an electron to the compound and ammonia donates a proton. This sequence is then repeated, so the overall reaction adds two electrons and two protons to the compound. Such a reaction is known as a dissolving-metal reduction. 

Amines.— The deuteriated ammonium iodide (341) is converted into its ylide irreversibly by n-butyl-lithium in pentane, but reversibly by potassium amide in liquid ammonia. Hence cis- and truns-cyclo-octene were obtained in a ratio of 70 30, respectively, together with labelled iViV-dimethylbutylamine when (341) was treated with n-butyl-lithium in pentane, and in a ratio of 32 68, respectively, together with unlabelled NN-dimethylbutylamine when (341) was treated with potassium amide in liquid ammonia. Sodium in liquid ammonia reduction of the oxime of 3,4-benzocyclohept-3-enone gives 4-amino-1,2-benzocycloheptene, which has interesting pharmacological properties. 

The reagents employed are sodium metal (Na) in liquid ammonia (NH3). Ammonia has a very low boiling point (—33 °C), so use of these reagents requires low temperature. When dissolved in liquid ammonia, sodium atoms serve as a source of electrons ... 

On dissolving in liquid ammonia, sodium atoms dissociate into sodium ions and electrons, both of which are solvated by ammonia. To reflect this, the solvated electrons are represented in the equation as e (am). 

Take care not to confuse the compound sodium amide (Na NH2), also called sodamide, with a mixture of sodium (Na) in liquid ammonia. Sodium amide is the strong base used to remove a proton from a terminal alkyne. Sodium in liquid ammonia is the source of electrons and protons, respectively, used to convert an internal alkyne to a trans alkene (Section 7.9). 

Wakida, T, Moriya, T, Lee, M., Yoshioka, H., Yanai, Y. (2000), Effect of liquid ammonia, sodium hydroxide/hquid ammonia, and subsequent cellulase treatments on mechanical properties of cotton fabrics. Textile Res. J., 70(2), 161-5. 

Liquid ammonia/sodium or ammonium salts NHs/Nal (NH4I) NHs/NaSCN (NH4SCN) NHj/NaNOs NH3/N(C2H5)4Br... 

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