Trinitration

Cellulose dissolves in strong mineral acids, in NaOH and in cuprammonium solution. It forms a triacetate (tri-ethanoate), a trinitrate... 

Nitroglycerin. Nitroglycerin (NG), glyceryl trinitrate [55-63-0] is primarily used as an explosive in dynamites and as a plasticizer... 

Temperature, °C Glycerol trinitrate Ethylene glycol dinitrate Diethjlene glycol dinitrate 1,2-Propylene glycol dinitrate 1,3-Propanediol dinitrate... 

Triethylene glycol dinitrate (TEGDN) is an explosive plasticizer of low sensitivity that has been used in some nitroceUulose-base propellant compositions, often in combination with metriol trinitrate. Butanetriol trinitrate has been used occasionally as an explosive plasticizer coolant in propellants. Its physical properties are Hsted in Table 7. 

Trimethylolethane trinitrate (metriol trinitrate) is not satisfactory as a plasticizer for nitrocellulose, and must be used with other plasticizers such as metriol triacetate. Mixtures with nitroglycerin tend to improve the mechanical properties of double-base cast propellants at high and low temperatures. Metriol trinitrate has also been used in combination with triethylene glycol dinitrate as a plasticizer for nitrocellulose. Its physical properties are Hsted in Table 7 (118-122). 

Pentaerythritol may be nitrated by a batch process at 15.25°C using concentrated nitric acid in a stainless steel vessel equipped with an agitator and cooling coils to keep the reaction temperature at 15—25°C. The PETN is precipitated in a jacketed diluter by adding sufficient water to the solution to reduce the acid concentration to about 30%. The crystals are vacuum filtered and washed with water followed by washes with water containing a small amount of sodium carbonate and then cold water. The water-wet PETN is dissolved in acetone containing a small amount of sodium carbonate at 50°C and reprecipitated with water the yield is about 95%. Impurities include pentaerythritol trinitrate, dipentaerythritol hexanitrate, and tripentaerythritol acetonitrate. Pentaerythritol tetranitrate is shipped wet in water—alcohol in packing similar to that used for primary explosives. 

W. G. Clark, Evaluation of 1,2,4-Butanetriol Trinitrate as the EiquidExplosive Plasticiserfor Cast Double Base Propellant Report 4, PTA, Dover, N.J., 1960. 

Thallium trinitrate oxidi2es naphthols and hydroquinone monoethers, respectively, to quinones and 4,4-diaIkoxycyclohexa-2,5-dienones, eg, 4,4-dimethoxy-2-methyl-2,5-cyclohexadienone [57197-11 -2] (108) (111,112). The yield of (108) is 89%. Because the monoacetal is easily converted to the quinone, the yield of 5-hydroxy-l,4-naphthoquinone [481-39-0] is 64%. 

There are a variety of reaction systems that allow the formation of cellulose trinitrate [9046-47-3]. HNO in methylene chloride, CH2CI2, yields a trinitrate with essentially no degradation of the cellulose chain (53). The HNO /acetic acid/acetic anhydride system is also used to obtain the trinitrate product with the fiber stmcture largely intact (51,52). Another polymer analogous reaction utilises a 1 1 mixture of HNO and H PO with 2.5% P2O5 to achieve an almost completely nitrated product (54). 

Juglone is most readily synthesized by Bemthsen s method. However, this method is too drastic and results in low yields (56). Somewhat better yields are obtained by using Fremy s salt (potassium nitroso disulfonate) as the oxidant (57). By using thallium trinitrate to oxidize 1,5-dihydroxynaphthalene, yields as high as 70% of juglone have been reported (58). 

Example 2 glycerol-trinitrate is the correct chemical name for what is commonly known as nitroglycerine. ... 

Galactsan trinitrate Glycerol-1,3-dinitrate Glycerol gluconate trinitrate Glycerol lactate trinitrate... 

Methyidichloroarsine Methylene glycol dinitrate Methyl ethyl ketone peroxide, >50% alpha-Methylglucoside tetranitrate alpha-Methylglycerol trinitrate Methyl nitramine (dry) metal salts of Methyl nitrate Methyl nitrite... 

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