ChemicalBook CAS DataBase List Nitroglycerin

Nitroglycerin synthesis

7synthesis methods

Product Name:Nitroglycerin
CAS Number:55-63-0
Molecular formula:C3H5N3O9
Molecular Weight:227.09

Nitroglycerine, 1,2,3-propantrioltrinitrate (19.1.1), is synthesized by nitrating glycerol with nitric acid.

56-81-5 Synthesis

56-81-5
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$5.00/25g

55-63-0
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$39.29/002-1ml

Yield:55-63-0 96%

Reaction Conditions:

with ammonium nitrate;sulfuric acid at 15; for 3 h;Cooling with ice;

Steps:

6
Example 6; Nitration of Glycerin to form Nitroglycerin (NG); A round-bottom flask was charged with a magnetic stir bar and 20 mL of sulfuric acid, and then chilled in an ice bath. Ammonium nitrate (13.04 g (162.9 mmol)) was added at a rate such that the temperature of the nitrating solution did not exceed 15° C. Glycerin (2 mL (27.15 mmol), 100% purity, purchased from Sigma-Aldrich Co.) was added at a rate such that the temperature of the reaction mixture did not exceed 15° C. Once all the glycerin was added and the temperature of the reaction mixture began to decrease, the ice bath was removed and the reaction mixture was stirred for 3 hours at ambient conditions. The reaction mixture was added in one portion to 100 g crushed ice and stirred gently until all the ice melted. The resulting emulsion was transferred to a separatory funnel and extracted four times with 25 mL methylene chloride. The combined organic extracts were dried with MgSO₄and then concentrated to produce NG as a clear pale yellow liquid (5.93 g of NG, a 96% yield). The reaction is shown below: The NG was characterized by ¹H and ¹³C NMR spectroscopy and HPLC. As shown in FIG. 6, the NG was about 96% pure. The ¹H and ¹³C NMR spectra (not shown) confirmed the synthesis of NG.

References:

ALLIANT TECHSYSTEMS INC. US2012/130115, 2012, A1 Location in patent:Page/Page column 5

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