Trimethylolethane trinitrate

Base Information

• Chemical Name: Trimethylolethane trinitrate
• CAS No.: 3032-55-1
• Molecular Formula: C5H9 N3 O9
• Molecular Weight: 255.141
• European Community (EC) Number: 221-214-2
• UNII: HMJ3NEC9W7
• DSSTox Substance ID: DTXSID7051979
• Wikipedia: Trimethylolethane_trinitrate
• Wikidata: Q3459680
• Mol file: 3032-55-1.mol

Synonyms:Trimethylolethane trinitrate;Metriol trinitrate;3032-55-1;TMETN;Nitropentaglycerin;1,1,1-Trimethylolethane trinitrate;2-Methyl-2-hydroxymethyl-1,3-propanediol trinitrate;CCRIS 3788;[2-methyl-3-nitrooxy-2-(nitrooxymethyl)propyl] nitrate;EINECS 221-214-2;HMJ3NEC9W7;BRN 1714870;2-Methyl-2-[(nitrooxy)methyl]propane-1,3-diyl dinitrate;1,3-Propanediol, 2-methyl-2-[(nitrooxy)methyl]-, dinitrate (ester);Tris(hydroxymethyl)ethane trinitrate;1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-, trinitrate;1,3-Propanediol, 2-(hydroxymethyl)-2-methyl-, trinitrate (ester);1,3-Propanediol, 2-methyl-2-((nitrooxy)methyl)-, dinitrate (ester);2-Methyl-2-nitro-oxymethyltrimethylene dinitrate;4-01-00-02781 (Beilstein Handbook Reference);2-Methyl-2-((nitrooxy)methyl)propane-1,3-diyl dinitrate;1,3-Propanediol, 2-methyl-2-((nitrooxy)methyl)-, 1,3-dinitrate;UNII-HMJ3NEC9W7;C5H9N3O9;SCHEMBL2220993;DTXSID7051979;C5-H9-N3-O9;LS-120500;Q3459680;2-methyl-1,3-bis-(nitryloxy)-2-nitryloxymethyl-propane;1,3-Propanediol, 2-methyl-2-[(nitrooxy)methyl]-, dinitrate

Chemical Property of Trimethylolethane trinitrate

Chemical Property:

• Vapor Pressure: 0.000137mmHg at 25°C
• Refractive Index: 1.6190 (estimate)
• Boiling Point: 343.8 °C at 760 mmHg
• Flash Point: 159.6 °C
• PSA: 165.15000
• Density: 1.513 g/cm³
• LogP: 1.18720
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 255.03387887
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

2-METHYL-2-HYDROXYMETHYL-1,3-PROPANEDIOL TRINITRATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: CC(CO[N+](=O)[O-])(CO[N+](=O)[O-])CO[N+](=O)[O-]

Technology Process of Trimethylolethane trinitrate

There total 3 articles about Trimethylolethane trinitrate 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: 91.6%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) → trimethylolethane trinitrate (3032-55-1)

Guidance literature:

With sulfuric acid; nitric acid; In water; at 12 ℃; for 0.166667h; Temperature;

Reference yield: 88.0%

3-hydroxymethyl-3-methyloxethane (3143-02-0) → trimethylolethane trinitrate (3032-55-1)

Guidance literature:

With dinitrogen pentoxide; In chloroform; at -10 - 15 ℃; for 28h; in armoured cupboard;

DOI:10.1016/S0040-4020(01)87979-5

Reference yield:

3-hydroxymethyl-3-methyloxethane (3143-02-0) → trimethylolethane trinitrate (3032-55-1) + 3-methyl-3-(nitroxymethyl)oxetane (84051-81-0)

Guidance literature:

With dinitrogen pentoxide; In chloroform-d1; at -10 - 0 ℃; for 0.5h; in armoured cupboard;

DOI:10.1016/S0040-4020(01)87979-5

upstream raw materials:

2-(hydroxymethyl)-2-methylpropane-1,3-diol

3-hydroxymethyl-3-methyloxethane

Downstream raw materials:

formaldehyd

ethyl nitrate

1,1,1-Trimethylolethane mononitrate

1,1,1-Trimethylolethane dinitrate

Refernces

• 1、 -. "METHODS OF PRODUCING NITRATE ESTERS". Page/Page column 5. . Retrieved 2012/06/01.
• 2、 Golding,Millar,Paul,Richards. "Preparation of di- and polynitrates by ring-opening nitration of oxetanes by dinitrogen pentoxide (N2O5)". . p. 7051 - 7062. Retrieved 2007/10/02.