Guanidinium nitrate

According to an O.S. amendment sheet, the procedure as described [1] is dangerous because the reaction mixture (dicyanodiamide and ammonium nitrate) is similar in composition to commercial blasting explosives. This probably also applies to similar earlier preparations [2]. An earlier procedure which involved heating ammonium thiocyanate, lead nitrate and ammonia demolished a 50 bar autoclave [3], TGA and DTA studies show that air is not involved in the thermal decomposition [4], Explosive properties of the nitrate are detailed [5], An improved process involves catalytic conversion at 90-200°C of a molten mixture of urea and ammonium nitrate to give 92% conversion (on urea) of guanidinium nitrate, recovered by crystallisation. Hazards of alternative processes are listed [6],... 

Diethylammonioethyl nitrate nitrate, 2571 Guanidinium nitrate, 0509 Hydrazinium chlorate, 4010 Hydrazinium dinitrate, 4561 Hydrazinium hydrogen selenate, 4558 Hydrazinium nitrate, 4549 Hydroxylaminium nitrate, 4524... 

Diethylammonioethyl nitrate nitrate, 2566 Guanidinium nitrate, 0506 Hydrazinium chlorate, 4004 Hydrazinium dinitrate, 4556... 

Nitroguanidine (NQ) was first prepared by Jousselin in 1887 (Fig. 1.3). However, during WWI and WWII it only found limited use, for example in formulations with AN in grenades for mortars. In more recent days NQ has been used as a component in triple-base propellants together with NC and NG. One advantage of the triple-base propellants is that unlike double-base propellants the muzzle flash is reduced. The introduction of about 50 % of NQ to a propellant composition also results in a reduction of the combustion temperature and consequently reduced erosion and increased lifetime of the gun. NQ can be prepared from dicyandiamide and ammonium nitrate via guanidinium nitrate which is dehydrated with sulfuric acid under the formation of NQ ... 

Guanidine, guanidinium nitrate, MeOH, CH2CI2, 91-99% yield. These conditions were designed to be compatible with the A-Troc group. The... 

AI3-15039 EINECS 208-060-1 Guanidine mononitrate Guanidine nitrate Guanidinium nitrate HSDB 5671 NSC 7295 UN1467. Used in manufacture of explosives, disinfectants, photographic chemicals. Leaflets mp = 217° bp dec very soluble in H2O (13 g/100 ml), EtOH LDso (rat orl) = 730 mg/kg, Dajac Labs. GreeffR.W. Co. Spectrum Chem. Manufacturing. 

In the first set of data the solid phase was [C(NH2)3]6[Th(C03)5](s) and the solubility was measured using a guanidinium nitrate ionic medium ... 

Guanidine/guanidinium nitrate is a selective (5-deacetylation reagent in the presence of base labile protective groups [30]. Endo et al. reported the use of selective O-deacetylation in the synthesis of ecteinascidin 743 (99) [24] (Scheme 7.20). The two (5-acetates in 97 were cleanly deprotected in the presence of the A -Troc group by using guanidinium nitrate in methanol. 

Ellervik, U. and Magnusson, G. (1997) Guanidine/guanidinium nitrate a mild and selective O-deacetylation reagent that leaves the A-Troc group intact. Tetrahedron Letters, 38, 1627-1628. 

Guanidinium nitrate Classification Nonaromatic amide Empirical CH6N4O3 Formula NH2C( NH)NH2 HNO3 Properties Wh. gran. sol. in water, alcohol si. sol. in acetone m.w. 122.11 m.p. 206-212 C Toxicology LD50 (oral, rat) 730 mg/kg LD (skin, rabbit) > 2 g/kg harmful solid mod. toxic by ing. primary irritant severe skin and eye irritant TSCA listed... 

Ramana, M. M. V. Malik, S. S. Parihar, J. A. Guanidinium nitrate. A novel reagent for aryl nitrations. Tetrahedron Lett. 2004,45,8681-8683. 

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