Glycol dinitrate

Structural formula
General
Surname	Glycol dinitrate
other names	Ethylene glycol dinitrate; EGDN; Nitroglycol; Nitroglycol; Dinitroglycol;
Molecular formula	C 2 H 4 N 2 O 6
Brief description	colorless liquid
External identifiers / databases
EC number	211-063-0
ECHA InfoCard	100.010.058
PubChem	40818
Wikidata	Q572774
properties
Molar mass	152.06 g mol −1
Physical state	liquid
density	1.49 g cm −3
Melting point	−22.3 ° C
boiling point	197.5 ° C
Vapor pressure	0.053 mbar (20 ° C)
solubility	heavy in water (5.6 g l −1 ); easily in most organic solvents;
Refractive index	1.4452 (25 ° C)
safety instructions
H and P phrases	H: 200-300-310-330-373
	P: ?
MAK	Switzerland: 0.05 ml m −3 or 0.3 mg m −3
Toxicological data	460 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Glycol dinitrate (also called glycol dinitrate ) is a chemical compound from the group of nitric acid esters .

Extraction and presentation

Ethylene glycol dinitrate, by nitration of ethylene glycol with mixed acid are obtained. On an industrial scale, this is carried out in a continuous process, similar to nitroglycerin .

properties

Glycoldinitrate is a colorless, oily, not very volatile liquid, which is sparingly soluble in water and not hygroscopic . It is readily soluble in most organic solvents. The vapor pressures are relatively low at low temperatures.

Nitroglycol vapor pressure
pressure	in mbar	0.006	0.05	0.35	1.7	7.8	29
temperature	in ° C	0	20th	40	60	80	100

Glycol dinitrate is an explosive liquid that reacts to impact, friction, heating or other ignition sources. Important explosion indicators are:

Heat of explosion 7294 kJ kg ⁻¹ .

Detonation velocity 7300 m / s at a density of 1.48 g cm ⁻³

Deflagration temperature: 217 ° C

Lead block expansion 620 cm ³ / 10g

Impact sensitivity 0.2 Nm

Friction sensitivity up to 353 N pin load no reaction

Steel sleeve test limit diameter 24 mm (open sleeve)

use

Glycol dinitrate is used as an explosive . Its effect is very similar to that of nitroglycerin. It is often used in a mixture with this, as it lowers its freezing point for use in winter.

Safety instructions / risk assessment

The pharmacological effects are similar to those of nitroglycerin , with severe headaches occurring when poisoned. Like all nitric acid esters, the compound places an intense strain on the circulation and is absorbed through the skin. The MAK value is 0.32 mg m ⁻³ or 0.05 ppm.

In 2016, glycol dinitrate was included in the EU's ongoing action plan ( CoRAP ) in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of glycol dinitrate were concerns regarding high (aggregated) tonnage and widespread use as well as the dangers arising from a possible assignment to the group of PBT / vPvB substances, the possible dangers due to reproductive toxicity and sensitizing properties and as a potential endocrine disruptor . The re-evaluation has been running since 2016 and is carried out by Italy . In order to be able to reach a final assessment, further information was requested.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on glycol dinitrate in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Köhler, J .; Meyer, R .; Homburg, A .: Explosivstoffe , tenth, completely revised edition, Wiley-VCH, Weinheim 2008, ISBN 978-3-527-32009-7 , p. 215.
↑ Entry on Ethylene dinitrate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Swiss Accident Insurance Fund (Suva): Limits - Current MAK and BAT values (search for 628-96-6 or glycol dinitrate ), accessed on November 2, 2015.
^ Burkhard Madea, Bernd Brinkmann: Handbook of judicial medicine , Volume 2; ISBN 978-3-540-66447-5 , p. 593.
↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Ethylene dinitrate , accessed on March 26, 2019.Template: CoRAP status / 2016

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on glycol dinitrate in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[Explosivstoffe-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Köhler, J .; Meyer, R .; Homburg, A .: Explosivstoffe , tenth, completely revised edition, Wiley-VCH, Weinheim 2008, ISBN 978-3-527-32009-7 , p. 215.

[CLP_100.010.058-3] Entry on Ethylene dinitrate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[4] Swiss Accident Insurance Fund (Suva): Limits - Current MAK and BAT values (search for 628-96-6 or glycol dinitrate ), accessed on November 2, 2015.

[5] Burkhard Madea, Bernd Brinkmann: Handbook of judicial medicine , Volume 2; ISBN 978-3-540-66447-5 , p. 593.

[6] Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Ethylene dinitrate , accessed on March 26, 2019.Template: CoRAP status / 2016