[ Search Rogue Science ]




[ Search The Forum ]


Advanced Search


Synthesis of EGDN

EGDN, an acronym for ethylene glycol dinitrate, is an explosive with properties almost exactly like nitroglycerin, from its chemical properties to its preparation. EGDN will cause severe headaches, as does nitroglycerin, but EGDN headaches are worse, it is also more poisonous, so wear appropriate safety gear. EGDN has better stability in comparison to nitroglycerin, it is also safer to manufacture and handle. The disadvantages of EGDN vs. nitroglycerin are its greater volatility and slower explosive velocity. EGDN was first used in France as a component in non-freezing dynamites. The critical precursor in this synthesis is ethylene glycol, which is the primary ingredient in automobile anti-freeze.


O2NOCH2ONO2
b.p. det. 114 °C mass 152.06 g/mol
m.p. -22.8 °C CAS# 628-96-6
den. 1.490 g/mL v.det. ? m/s

1,2-ethanediol dinitrate
1,2-ethanediol, 1,2-dinitrate
1,2-ethanediol, dinitrate (9CI)
ethylene dinitrate
ethylene glycol dinitrate
ethylene glycol, dinitrate (8CI)
ethylene glycol dinitrate ester
ethylene nitrate (6CI)
glycol dinitrate
nitroglycol


EGDN

EGDN

Prepare a nitrating mixture by mixing 22 mL of concentrated sulfuric acid (>75%) and 15 mL of concentrated nitric acid (>75%) in a 250-mL beaker. Place the beaker into a salt-ice bath and cool it to under 20 °C. While monitoring the temperature with a thermometer, very slowly add 9 mL of ethylene glycol drop by drop with a pipette or burette, keep the temperature below 25 °C at all times. After the glycol addition is complete, allow the mixture to sit for 15 minutes. Next, pour the mixture into a 1000-mL beaker filled with 600 mL of water and stir for several minutes with a stirring rod. Pour the solution into a separatory funnel, allow the EGDN to settle out, it will form a layer on the bottom of the separatory funnel. Drain off the EGDN and keep the acid waste for further extraction. Place the EGDN back into a clean separatory funnel and add plenty of 38° C to 45° C water, mix, then separate. Wash the EGDN again, then wash with a warm 4% solution of sodium carbonate. Wash with warm water three more times. Give it a final wash of concentrated sodium chloride solution, let it sit one day before separating. Separate and check the EGDN for acidity with blue litmus paper. If it is still acidic, keep washing. It must be neutral or it will explode. Dry the neutral EGDN in a desiccator, this may take several days. You will need a graduated cylinder for measuring liquids.

To extract any EGDN that may still be in the waste acid, first neutralize the acid with sodium carbonate solution. Next add an equal volume of chloroform to the neutral waste acid. Mix well then place it into the separatory funnel. Separate out the EGDN and let it stand in the open for one day so the chloroform may evaporate. Add the EGDN to the washing process above.

While a good faith effort has been made to ensure the accuracy of all scientific information presented on this page, the possibility exists that some errors have invaded the machine. Furthermore, there may be certain omissions of physical properties, reaction conditions, necessary equipment, storage and handling requirements, and critical safety data. As with any scientific endeavor, especially chemistry, the necessary safety precautions should be observed at all times.

I do not allow errors to persist on my website once they have been discovered, but I need your help to find them. If you observe an error in any procedure, or a critical omission of essential safety precautions, and you have a valid reference that I can independently verify to back up your claim, please contact me via the error reporting form. If there are omissions in this procedure, such as a missing boiling point, density, etc., please contact me if you can fill in the blanks. I am also interested in receiving any alternate methods, or improvements in the procedure to synthesize this compound. If you are interested in submitting your own information please use the user submission area.

If you have comments, additions, clarifications, or observations that you wish to add about this compound and its method of synthesis, post them on The Forum using the thread below . You must be a registered member of The Forum to make posts, which is free and easy to do. The rules of this commenting thread are different from the regular rules of The Forum. This thread is for additions to this page only, no questions or remarks are allowed that do not contribute to the scientific information of this compound are allowed. To that end all posts to this thread will be moderated.

Home     |     The Chem Lab      |     The Forum      |     Tools & Techniques      |     The Library      |     Contacts
Copyright © Rogue Science, 1997-2008