AZIDO-DITHIOCARBONIC ACID IV. AMMONIUM AND TETRAMETHYLAMMONIUM AZIDO-DITHIOCARBONATES; TETRAMETHYLAMMONIUM THIOCYANATE^1,2

Abstract

This compound may be obtained (1) by neutralization of free azido-dithiocarbonic acidla with ammonium hydroxide in aqueous solution, (2) by prolonged treatment of ammonium trinitride in aqueous solution with carbon disulfide under conditions prescribed for use in the synthesis of the potassium salt,2" and (3) by bubbling ammonia gas through an ethereal solution of the azido-acid. The third procedure, which is similar to the method used by Browne and Houlehan4 in preparing ammonium trinitride, was adjudged the most satisfactory for the present investigation.The ammonium radical was determined in the usual way after distillation of the ammonia from alkaline solution into standard sulfuric acid. The azido-dithiocarbonate radical was determined by the modified Volhard method recommended by Browne and Smith.lb

The synthesis of tetraphenylarsonium azide, [Ph4As]+[N3]?, and the attempted preparation of tetraphenylarsonium azidodithiocarbonate, [Ph4As]+[SCSN3]?

“…All attempts to grow better crystals under different conditions have failed. 14 Structure Analysis and Refinement. The structure was solved using direct methods, and all nonhydrogen atoms were refined anisotropically.…”

“…Though discovered in 1918, very little work has so far been carried out with the sodium pseudohalide [Na] ‫ם‬ [CS 2 N 3 ] ‫מ‬ [9], possibly due to its limited stability and tendency to form compounds that often have explosivity that is comparable with that of azides [10][11][12][13][14][15][16][17][18][19][20][21]. This pseudohalide has a thiatriazolethiolate structure.…”

Hydrazoic Acid and Its Inorganic Derivatives.

“…A whole series of salts (8,36,37,41,204) of azidodithiocarbonic acid has been prepared either (1) by direct interaction of the corresponding azides with carbon disulfide, (2) by the action of the acid upon the oxides and carbonates, or (3) by precipitation of the insoluble salts from aqueous solution. The silver, mercurous, and lead salts are insoluble in water (204).…”

“…quantity of substance used, Wohler and Martin obtained a series of curves asymptotic to the weight axis, from which the true explosion temperature of the compound was determined. Their results are given in table 8 and compared with standard values for the corresponding fulminates. There appears to be no regularity in the temperature of explosion.…”