Diethylene glycol dinitrate

Base Information

• Chemical Name: Diethylene glycol dinitrate
• CAS No.: 693-21-0
• Deprecated CAS: 66492-77-1
• Molecular Formula: C4H8 N2 O7
• Molecular Weight: 196.117
• Hs Code.: 2920909090
• European Community (EC) Number: 211-745-8
• ICSC Number: 1473
• UN Number: 0075
• UNII: 77W50O99G1
• DSSTox Substance ID: DTXSID1024047
• Wikipedia: Diethylene_glycol_dinitrate
• Wikidata: Q5275149
• Mol file: 693-21-0.mol

Synonyms:Diethylene glycol dinitrate;Diethyleneglycol dinitrate;693-21-0;Diethylene glycol, dinitrate;Dinitrodiglicol;Dinitrodiglykol;Diglykoldinitrat;Oxydiethylene dinitrate;Diglycoldinitraat;ETHANOL, 2,2'-OXYBIS-, DINITRATE;2-(2-nitrooxyethoxy)ethyl nitrate;Diethylenglykoldinitrate;Dinitrodiglycol;Dinitrodiglykol [Czech];Di(hydroxyethyl) ether dinitrate;Diglycoldinitraat [Dutch];Diglykoldinitrat [German];Dinitrodiglicol [Italian];Diglycol dinitrate;Dinitrate de diethylene-glycol;Oxydiethylene nitrate;DEGDN;CCRIS 3415;Ethanol, 2,2'-oxybisdinitrate;Diethylenglykoldinitrate [Czech];Ethanol, 2,2'-oxybis-, 1,1'-dinitrate;Bis(hydroxyaethyl)-aether-dinitrat;Diglycol (dinitrate de) [French];Diglycol (dinitrate de);EINECS 211-745-8;UN0075;BRN 1791998;Dinitrate de diethylene-glycol [French];2,2'-Oxydiethanol dinitrate;Bis(hydroxyaethyl)-aether-dinitrat [German];oxydiethane-2,1-diyl dinitrate;DTXSID1024047;UNII-77W50O99G1;HSDB 7831;Diethylene glycol dinitrate (DEGDN);77W50O99G1;Diethylene glycol dinitrate [Forbidden];EC 211-745-8;Digol dinitrate;UN 0075 (Salt/Mix);SCHEMBL439675;C4H8N2O7;C4-H8-N2-O7;NA0075;2-[2-(Nitrooxy)ethoxy]ethyl nitrate;AKOS006278983;2-[2-(Nitrooxy)ethoxy]ethyl nitrate #;LS-61886;2,2'-oxybis(ethane-2,1-diyl) dinitrate;Q5275149;Diethylene glycol dinitrate, desensitized with not <25% non-volatile water-insoluble phlegmatizer, by weight;Diethylene glycol dinitrate, desensitized with not <25% non-volatile water-insoluble phlegmatizer, by weight [UN0075] [Explosive 1.1D];Diethylene glycol dinitrate, desensitized with not <25% non-volatile water-insoluble phlegmatizer, by weight [UN0075] [Explosive 1.1D]

Chemical Property of Diethylene glycol dinitrate

Chemical Property:

• Vapor Pressure: 0.79Pa at 25℃
• Melting Point: -11.2°C
• Refractive Index: 1.4520 (estimate)
• Boiling Point: 332.98°C (rough estimate)
• PSA: 119.33000
• Density: 1.8145 (rough estimate)
• LogP: 0.46600
• Water Solubility.: 3.9g/L at 25℃
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 196.03315060
• Heavy Atom Count: 13
• Complexity: 143
• Transport DOT Label: Explosive 1.1D

Purity/Quality:

99.9% ^*data from raw suppliers

DIETHYLENEGLYCOL DINITRATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Severe explosion hazard when shocked or heated. Toxic by ingestion.
• Hazard Codes: E,T+
• Statements: 3-26/27/28-33-52/53
• Safety Statements: 33-35-36/37-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrates and Nitrites
• Canonical SMILES: C(CO[N+](=O)[O-])OCCO[N+](=O)[O-]
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance may cause effects on the cardiovascular system, central nervous system and blood. This may result in impaired functions and the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the cardiovascular system. This may result in cardiac disorders.

Technology Process of Diethylene glycol dinitrate

There total 20 articles about Diethylene glycol dinitrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

diethylene glycol (111-46-6) → diethylene glycol dinitrate (693-21-0)

Guidance literature:

With carbon dioxide; dinitrogen pentoxide; at 0 ℃; for 0.5h; under 45004.5 - 60006 Torr; Autoclave;

DOI:10.1016/j.mencom.2012.03.004

Reference yield: 93.4%

1,1'-oxybis(2-bromo-ethane) (5414-19-7) → diethylene glycol dinitrate (693-21-0)

Guidance literature:

With silver nitrate; In acetonitrile; at 70 ℃; for 16h; Darkness;

Reference yield:

ethene (74-85-1) + nitric acid (7697-37-2,78989-43-2) → ethyl nitrate (625-58-1) + butyl nitrate (928-45-0) + 1,2-ethyl dinitrate (628-96-6) + diethylene glycol dinitrate (693-21-0)

Guidance literature:

Electrolysis;

upstream raw materials:

ethene

diethylene glycol

2,2'-diiodoethyl ether

oxirane

Refernces

• 1、 Rinkenbach,Aaronson. "". . . Retrieved 1931.
• 2、 -. "USE OF NITROOXY ORGANIC MOLECULES IN FEED FOR REDUCING METHANE EMISSION IN RUMINANTS, AND/OR TO IMPROVE RUMINANT PERFORMANCE". Paragraph 0140; 0141. . Retrieved 2014/06/11.
• 3、 Slavtscheva, Ju.,Minkov, D.,Kolev, N.. "About the Nitration of Ethylene Oxide". . p. 188 - 196. Retrieved 2007/10/02.