Triethylene glycol dinitrate

Base Information

• Chemical Name: Triethylene glycol dinitrate
• CAS No.: 111-22-8
• Deprecated CAS: 2241675-44-3
• Molecular Formula: C6H12 N2 O8
• Molecular Weight: 240.17
• Hs Code.: 2920909090
• European Community (EC) Number: 203-847-6
• UNII: 6X99UD6JTA
• DSSTox Substance ID: DTXSID0051572
• Wikipedia: Triethylene_glycol_dinitrate
• Wikidata: Q3735833
• Mol file: 111-22-8.mol

Synonyms:triethylene glycol dinitrate

Chemical Property of Triethylene glycol dinitrate

Chemical Property:

• Refractive Index: 1.4431 (estimate)
• Boiling Point: 327.2°Cat760mmHg
• Flash Point: 146.9°C
• PSA: 128.56000
• Density: 1.344g/cm³
• LogP: 0.48260
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 240.05936535
• Heavy Atom Count: 16
• Complexity: 178

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCO[N+](=O)[O-])OCCO[N+](=O)[O-]

Technology Process of Triethylene glycol dinitrate

There total 5 articles about Triethylene 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: 83.92%

2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → triethylene glycol dinitrate (111-22-8)

Guidance literature:

With sulfuric acid; nitric acid; at 5 ℃; for 0.75h;

DOI:10.1039/d0dt02250k

Reference yield:

oxirane (75-21-8,99932-75-9) → 2-(nitrooxy)ethan-1-ol (16051-48-2) + 1,2-ethyl dinitrate (628-96-6) + triethylene glycol dinitrate (111-22-8) + diethylene glycol dinitrate (693-21-0)

Guidance literature:

With nitric acid; at 14.9 - 19.9 ℃; for 0.333333h; Further byproducts given; density HNO₃ 1.485 g/cm^-3;

Reference yield:

oxirane (75-21-8,99932-75-9) → 1,2-ethyl dinitrate (628-96-6) + triethylene glycol dinitrate (111-22-8) + diethylene glycol dinitrate (693-21-0) + 2,2'-dinitratediethylsulphate (82205-21-8)

Guidance literature:

With sulfuric acid; nitric acid; at 14.9 - 19.9 ℃; for 0.333333h; Further byproducts given;

upstream raw materials:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

oxirane

Downstream raw materials:

1,1'-(3,6-dioxa-octanediyl)-bis-pyridinium; dipicrate

Refernces

• 1、 Fareghi-Alamdari, Reza,Sheibani, Nasser,Zohari, Narges. "Rational design, synthesis and evaluation of new azido-ester structures as green energetic plasticizers". supporting information. p. 12695 - 12706. Retrieved 2020/10/02.
• 2、 Slavtscheva, Ju.,Minkov, D.,Kolev, N.. "About the Nitration of Ethylene Oxide". . p. 188 - 196. Retrieved 2007/10/02.