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628-96-6

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628-96-6 Usage

Chemical Properties

Ethylene glycol dinitrate is a colorless to yellow, oily, odorless liquid. An explosive ingredient (60%80%) in dynamite along with nitroglycerine (40%20%). It may be detonated by mechanical shock, heat, or spontaneous chemical reaction

Uses

Different sources of media describe the Uses of 628-96-6 differently. You can refer to the following data:
1. Explosive for mining and fuel industries. Additive to dynamite. Detection of hidden bombs by analysis of ambient air for EGDN.
2. As an explosive usually mixed with nitroglycerin (NG) in the manufacture of dynamite

Definition

A freezing-point depressant for nitroglycerine.

General Description

Colorless to yellow, oily odorless liquid with a sweetish taste. Mp: -22°C; bp: explodes at 114°C. Density: 1.49 g cm-3. Soluble in water (23.3 g/L H2O) at 25°C). Very soluble in ethanol and in ether. Used as an explosive ingredient in dynamite along with nitroglycerine. Toxic; can penetrate the skin.

Reactivity Profile

EGDN is explosive. Acts as a strong oxidizing agent. Heating to 114°C or above may cause a violent combustion or explosion producing toxic fumes (nitrogen oxides). May also decompose explosively from shock, friction or from a build-up of electrostatic charge that sparks suddenly to ground. Can begin a vigorous reaction that culminates in an explosion if mixed with reducing agents including hydrides, sulfides, and nitrides and numerous ordinary combustible materials. Reacts violently with Al, BP, cyanides, esters, PN2H, P, NaCN, SnCl2, sodium hypophosphite, and thiocyanates. Reacts with acids and with alkalis, including ammonia and amines. Must be stored in a cool, ventilated place, away from acute fire hazards and easily oxidized materials (Sax and Lewis, 1987 p.664).

Hazard

Toxic by skin absorption.

Health Hazard

EGDN causes vasodilation and cardiac effects.

Safety Profile

Can cause lowered blood pressure leading to headache, dizziness, and weakness. Used as an explosive. When heated to decomposition it emits toxic fumes of NOx. See also NITRATES.

Potential Exposure

An explosive ingredient (60%80%) in dynamite along with nitroglycerine (40%20%). Although ethylene glycol dinitrate is an explosive in itself, it is primarily used to lower the freezing/melting point of nitroglycerin; together these compounds are the major constituents of commercial dynamite, cordite, and blastine gelatin. Occupational exposure generally involves a mixture of the two compounds. Ethylene glycol dinitrate is 160 times more volatile than nitroglycerin.

Shipping

UN0473 Substances, explosive, n.o.s., Hazard Class: 1.1 A; Labels:1.1A-Explosive (with a mass explosion, hazard); A-Substances which are expected to mass detonate very soon after fire reaches them, Technical Name Required

Incompatibilities

Unstable; highly explosive. Heating may cause violent combustion or explosion producing toxic fumes (nitrogen oxides). May explosively detonate violently from heat above 200℃, mechanical shock, friction, impact or concussion. Not compatible with strong acids and alkalies

Check Digit Verification of cas no

The CAS Registry Mumber 628-96-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 8 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 628-96:
(5*6)+(4*2)+(3*8)+(2*9)+(1*6)=86
86 % 10 = 6
So 628-96-6 is a valid CAS Registry Number.
InChI:InChI=1/C2H4N2O6/c5-3(6)9-1-2-10-4(7)8/h1-2H2

628-96-6 Well-known Company Product Price

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  • Cerilliant

  • (ERD-148S)  Dinitroethylene glycol solution  1000 μg/mL in acetonitrile, ampule of 1.2 mL, certified reference material

  • 628-96-6

  • ERD-148S-1.2ML

  • 512.46CNY

  • Detail

628-96-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-nitrooxyethyl nitrate

1.2 Other means of identification

Product number -
Other names ethane-1,2-diyl dinitrate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:628-96-6 SDS

628-96-6Synthetic route

ethylene glycol
107-21-1

ethylene glycol

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With carbon dioxide; dinitrogen pentoxide at 0℃; under 45004.5 - 60006 Torr; for 0.5h; Autoclave;96%
With potassium fluoride; nitrylfluoride In acetonitrile at -30 - -20℃;94.3%
With nitric acid; urea; europium(III) trifluoromethanesulfonate In cyclohexane at 70℃; for 24h; Schlenk technique;60%
oxirane
75-21-8

oxirane

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With dinitrogen pentoxide In dichloromethane at 10 - 15℃; for 0.0833333h; in armoured cupboards;96%
With dinitrogen tetraoxide; ozone
ethene
74-85-1

ethene

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With sulfuric acid; nitric acid und Behandeln des Reaktionsprodukts mit Ammoniumdicarbonat oder Ammoniumdicarbonat-Loesung;
With sulfur trioxide; nitric acid; acetic acid
With dinitrogen pentoxide
technische Darstellung;
ethene
74-85-1

ethene

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
With nitric acid Electrolysis.an Platinanode;
With nitric acid; acetic acid Electrolysis.an Platinanode;
With sodium nitrate; acetic acid Electrolysis.an Platinanode;
sodium proprionate
137-40-6

sodium proprionate

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With sodium nitrate; water Electrolysis.an Platinanode;
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
at 25 - 90℃; Kinetics;
Iodoethanol
624-76-0

Iodoethanol

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With nitric acid
N,N'-dinitro-ethane-1,2-diamine; diammonium salt
3315-89-7, 6579-37-9, 10448-93-8

N,N'-dinitro-ethane-1,2-diamine; diammonium salt

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With nitrylfluoride In acetonitrile
oxirane
75-21-8

oxirane

A

2-(nitrooxy)ethan-1-ol
16051-48-2

2-(nitrooxy)ethan-1-ol

B

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

C

triethylene glycol dinitrate
111-22-8

triethylene glycol dinitrate

D

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
With nitric acid at 14.9 - 19.9℃; for 0.333333h; density HNO3 1.485 g/cm-3; Further byproducts given;A 29 % Turnov.
B 62.7 % Turnov.
C 0.8 % Turnov.
D 5.8 % Turnov.
With sulfuric acid; nitric acid at 14.9 - 19.9℃; for 0.333333h; Further byproducts given;A 3 % Turnov.
B 73.7 % Turnov.
C 6.7 % Turnov.
D 11.4 % Turnov.
oxirane
75-21-8

oxirane

A

2-(2-hydroxyethoxy)ethyl nitrate
20633-16-3

2-(2-hydroxyethoxy)ethyl nitrate

B

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

C

triethylene glycol dinitrate
111-22-8

triethylene glycol dinitrate

D

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

E

tetraethyleneglycol dinitrate
71038-55-6

tetraethyleneglycol dinitrate

F

2,2'-dinitratediethylsulphate
82205-21-8

2,2'-dinitratediethylsulphate

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 14.9 - 19.9℃; Product distribution; variation of concentration;A 0.5 % Turnov.
B 56.7 % Turnov.
C 8 % Turnov.
D 13.8 % Turnov.
E 3.4 % Turnov.
F 15 % Turnov.
oxirane
75-21-8

oxirane

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

triethylene glycol dinitrate
111-22-8

triethylene glycol dinitrate

C

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

D

2,2'-dinitratediethylsulphate
82205-21-8

2,2'-dinitratediethylsulphate

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 14.9 - 19.9℃; for 0.333333h; Further byproducts given;A 56.7 % Turnov.
B 8 % Turnov.
C 13.8 % Turnov.
D 15 % Turnov.
oxirane
75-21-8

oxirane

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

C

tetraethyleneglycol dinitrate
71038-55-6

tetraethyleneglycol dinitrate

D

2,2'-dinitratediethylsulphate
82205-21-8

2,2'-dinitratediethylsulphate

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 14.9 - 19.9℃; for 0.333333h; Further byproducts given;A 56.7 % Turnov.
B 13.8 % Turnov.
C 3.4 % Turnov.
D 15 % Turnov.
1-nitritoethan-2-ol nitrate
66329-10-0

1-nitritoethan-2-ol nitrate

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With oxygen; ozone In dichloromethane Yield given;
dipotassium malonate

dipotassium malonate

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With water; potassium nitrate Electrolysis.an Platinanode;
dipotassium succinate

dipotassium succinate

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With water; potassium nitrate Electrolysis.an Platinanode;
sodium levulinate

sodium levulinate

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

Conditions
ConditionsYield
With sodium nitrate; water Electrolysis.an Platinanode;
ethene
74-85-1

ethene

nitric acid
7697-37-2

nitric acid

platinum

platinum

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
Electrolysis;
ethene
74-85-1

ethene

nitric acid
7697-37-2

nitric acid

acetic acid
64-19-7

acetic acid

platinum

platinum

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
Electrolysis;
ethene
74-85-1

ethene

acetone
67-64-1

acetone

Ca(NO3)2

Ca(NO3)2

platinum

platinum

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
Electrolysis;
ethene
74-85-1

ethene

acetic acid
64-19-7

acetic acid

NaNO3

NaNO3

platinum

platinum

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
Electrolysis;
ethene
74-85-1

ethene

water
7732-18-5

water

acetone
67-64-1

acetone

NaNO3

NaNO3

platinum

platinum

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
Electrolysis;
ethene
74-85-1

ethene

nitric acid
7697-37-2

nitric acid

platinum

platinum

A

ethyl nitrate
625-58-1

ethyl nitrate

B

butyl nitrate
928-45-0

butyl nitrate

C

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

D

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
ethene
74-85-1

ethene

nitric acid
7697-37-2

nitric acid

acetic acid
64-19-7

acetic acid

platinum

platinum

A

ethyl nitrate
625-58-1

ethyl nitrate

B

butyl nitrate
928-45-0

butyl nitrate

C

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

D

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
ethene
74-85-1

ethene

acetone
67-64-1

acetone

Ca(NO3)2

Ca(NO3)2

platinum

platinum

A

ethyl nitrate
625-58-1

ethyl nitrate

B

butyl nitrate
928-45-0

butyl nitrate

C

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

D

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
ethene
74-85-1

ethene

acetic acid
64-19-7

acetic acid

NaNO3

NaNO3

platinum

platinum

A

ethyl nitrate
625-58-1

ethyl nitrate

B

butyl nitrate
928-45-0

butyl nitrate

C

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

D

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
ethene
74-85-1

ethene

water
7732-18-5

water

acetone
67-64-1

acetone

NaNO3

NaNO3

platinum

platinum

A

ethyl nitrate
625-58-1

ethyl nitrate

B

butyl nitrate
928-45-0

butyl nitrate

C

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

D

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
Electrolysis;
ethene
74-85-1

ethene

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

2-iodo-ethyl nitrate

2-iodo-ethyl nitrate

Conditions
ConditionsYield
With diethyl ether; iodine; mercury(II) nitrate
tetrachloromethane
56-23-5

tetrachloromethane

ethene
74-85-1

ethene

iodine
7553-56-2

iodine

mercury(II) nitrate

mercury(II) nitrate

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

2-iodo-ethyl nitrate

2-iodo-ethyl nitrate

diethyl ether
60-29-7

diethyl ether

ethene
74-85-1

ethene

iodine
7553-56-2

iodine

mercury(II) nitrate

mercury(II) nitrate

A

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

B

2-iodo-ethyl nitrate

2-iodo-ethyl nitrate

methyl magnesium iodide
917-64-6

methyl magnesium iodide

diethyl ether
60-29-7

diethyl ether

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

N,N-dimethylhydroxylamine
5725-96-2

N,N-dimethylhydroxylamine

Conditions
ConditionsYield
und Zersetzen des Reaktionsprodukts mit Wasser;reagiert analog mit Aethylmagnesiumbromid;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

N,N-dimethylhydroxylamine
5725-96-2

N,N-dimethylhydroxylamine

Conditions
ConditionsYield
With diethyl ether erst in der Kaelte,dann bei Zimmertemperatur und Zersetzen des Reaktionsprodukts mit Wasser;
diethyl ether
60-29-7

diethyl ether

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

methylmagnesium iodide

methylmagnesium iodide

N,N-dimethylhydroxylamine
5725-96-2

N,N-dimethylhydroxylamine

diethyl ether
60-29-7

diethyl ether

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

ethylmagnesium bromide

ethylmagnesium bromide

N-ethyl-N-hydroxy-ethanamine
3710-84-7

N-ethyl-N-hydroxy-ethanamine

1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

N-ethyl-N-hydroxy-ethanamine
3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
With diethyl ether
1,2-ethyl dinitrate
628-96-6

1,2-ethyl dinitrate

benzyl alcohol
100-51-6

benzyl alcohol

oxygen

oxygen

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
at 135 - 145℃;

628-96-6Relevant articles and documents

-

Hicks

, p. 1526,1529 (1956)

-

Synthesis of nitric acid esters from alcohols in a dinitrogen pentoxide/carbon dioxide liquid system

Kuchurov, Ilya V.,Fomenkov, Igor V.,Zlotin, Sergei G.,Tartakovsky, Vladimir A.

experimental part, p. 67 - 69 (2012/07/02)

Organic nitric acid esters have been prepared in 89-98% yield by the nitration of the corresponding alcohols and polyols with N2O5 in liquid CO2.

Separation of Diastereomeric and Enantiomeric Alkyl Nitrates - Systematic Approach to Chiral Discrimination on Cyclodextrin LIPODEX-D

Schneider, Manfred,Ballschmiter, Karlheinz

, p. 539 - 544 (2007/10/03)

High-resolution gas chromatographic separation of all diastereomeric monomethyl-substituted cyclohexyl nitrates is shown on a nonpolar methylpolysiloxane stationary phase, and the first application of this procedure to the environmental diastereomeric analysis of alkyl nitrates is presented.Two characteristic signals in the achiral analysis of atmospheric samples could be assigned to the smallest alkyl nitrate containing two asymmetric carbon atoms, 3-methyl-2-pentyl nitrate.Retention indices in the temperature-programmed separation based on the n-alkanes were determined.The homologous series of 1-alkyl nitrates were found to be useful as ECD-visible n-alkanes.Enantiomeric separation of alkyl nitrates was achieved on heptakis(3-O-acetyl,-2,6-di-O-pentyl)-β-cyclodextrin (LIPODEX-D).The influence of the nitrooxy group and the alkyl chain length on the chiral discrimination on LIPODEX-D is discussed for 25 chiral alkyl nitrates.The absolute configurations of some alkyl nitrates were assigned by asymmetric synthesis of enantiomerically pure references.The complexity of the alkyl nitrate mixtures present in air samoles does not allow a direct chiral separation as the alkyl nitrates partly coelute on the LIPODEX-D column.Column coupling of LIPODEX-D with a polar achiral stationary phase like polyalkylenglocol (PAG) was successfully applied to solve this problem, and the chiral alkyl nitrates present in a typical air sample were separated.A systematic nomenclature for alkyl nitrates is introduced to handle the steadily growing number of branched and long-chain nitrates detected in environmental analysis. - Keywords: analytical methods; alkyl nitrates; chiral resolution; cyclodextrins; gas chromatography

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