3,6,9,12-Tetraoxatetradeca-1,13-diene

Base Information

• Chemical Name: 3,6,9,12-Tetraoxatetradeca-1,13-diene
• CAS No.: 765-12-8
• Molecular Formula: C10H18 O4
• Molecular Weight: 202.251
• Hs Code.: 2916190090
• European Community (EC) Number: 402-600-1,616-344-5
• UNII: N19H7120G4
• DSSTox Substance ID: DTXSID1044986
• Nikkaji Number: J468.361G
• Wikidata: Q27284386
• Mol file: 765-12-8.mol

Synonyms:3,6,9,12-Tetraoxatetradeca-1,13-diene;765-12-8;Triethylene glycol divinyl ether;Triethyleneglycol divinyl ether;Rapi-cure DVE-3;1,2-bis(2-ethenoxyethoxy)ethane;Tri(ethylene glycol) divinyl ether;Divinyl ether of triethylene glycol;BRN 1768098;DTXSID1044986;UNII-N19H7120G4;N19H7120G4;RAPI-CURE DVF;RAPI-CURE DVE 3;SCHEMBL36823;DTXCID9024986;CYIGRWUIQAVBFG-UHFFFAOYSA-N;Divinyl triethylene glycol diether;tri (ethylene glycol) divinyl ether;Tox21_301708;MFCD00074891;TRI(ETHYLENEGLYCOL)DIVINYLETHER;AKOS037645759;NCGC00256137-01;AS-63146;CAS-765-12-8;Tri(ethylene glycol) divinyl ether, 98%;LS-148976;CS-0135804;FT-0632909;T3460;D92703;ETHANE, 1,2-BIS(2-(VINYLOXY)ETHOXY)-;Q27284386;Triethylene Glycol Divinyl Ether (stabilized with KOH);31667-45-5

Chemical Property of 3,6,9,12-Tetraoxatetradeca-1,13-diene

Chemical Property:

• Vapor Pressure: 20 mm Hg ( 137 °C)
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 120-126 ºC (18 mmHg)
• Flash Point: >110 ºC
• PSA: 36.92000
• Density: 0.99
• LogP: 1.33980
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 202.12050905
• Heavy Atom Count: 14
• Complexity: 120

Purity/Quality:

99.9% ^*data from raw suppliers

Triethylene Glycol Divinyl Ether (stabilized with KOH) >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=COCCOCCOCCOC=C
• Uses: Tri(ethylene glycol) divinyl ether is a bifunctional monomer that can be used in a variety of properties such as: formation of gel polymer electrolyte for lithium ion batteries, for the investigation of photo-initiators by cationic polymerization of vinyl ester monomers

Technology Process of 3,6,9,12-Tetraoxatetradeca-1,13-diene

There total 4 articles about 3,6,9,12-Tetraoxatetradeca-1,13-diene 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: 74.0%

acetylene (74-86-2,25067-58-7) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → Triethylene glycol divinyl ether (765-12-8,50856-26-3)

Guidance literature:

With potassium hydroxide; dimethyl sulfoxide; at 100 ℃; for 5h;

Reference yield: 63.0%

vinyl acetate (108-05-4,9003-20-7) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → Triethylene glycol divinyl ether (765-12-8,50856-26-3)

Guidance literature:

With sodium acetate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In toluene; at 100 ℃; for 6h;

DOI:10.1021/ja0173932

Reference yield:

-butyl vinyl ether (111-34-2,92680-80-3) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → Triethylene glycol divinyl ether (765-12-8,50856-26-3)

Guidance literature:

With mercury(II) diacetate;

DOI:10.1039/JR9650001511

upstream raw materials:

-butyl vinyl ether

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

acetylene

vinyl acetate

Downstream raw materials:

3-methyl-4-pentenal

(E)-5-cyclohexyl-4-methylpent-4-enal

(Z)-5-cyclohexyl-4-methylpent-4-enal

diphenethyl(15-phenethyl-17-phenyl-15-selenoxo-3,6,9,12-tetraoxa-15λ⁵-phosphaheptadecyl)phosphine selenide

Refernces

• 1、 Okimoto, Yoshio,Sakaguchi, Satoshi,Ishii, Yasutaka. "Development of a highly efficient catalytic method for synthesis of vinyl ethers". . p. 1590 - 1591. Retrieved 2007/10/03.