4,7,10,13-Tetraoxahexadeca-1,15-diyne

Base Information

• Chemical Name: 4,7,10,13-Tetraoxahexadeca-1,15-diyne
• CAS No.: 126422-58-0
• Molecular Formula: C12H18O4
• Molecular Weight: 226.273
• DSSTox Substance ID: DTXSID20474603
• Nikkaji Number: J695.232A
• Wikidata: Q82304712
• Mol file: 126422-58-0.mol

Synonyms:126422-58-0;Bis-propargyl-PEG3;4,7,10,13-Tetraoxahexadeca-1,15-diyne;MFCD22683298;Alkyne-PEG4-Alkyne;3-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]prop-1-yne;LCZC421;SCHEMBL12360400;AMY4514;DTXSID20474603;BFA42258;AKOS030630037;s10562;AS-63249;BP-21071;SY318465;HY-133192;CS-0113214

Chemical Property of 4,7,10,13-Tetraoxahexadeca-1,15-diyne

Chemical Property:

• PSA: 36.92000
• LogP: 0.31920
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 226.12050905
• Heavy Atom Count: 16
• Complexity: 206

Purity/Quality:

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

Bis-propargyl-PEG4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOCCOCCOCCOCC#C
• Description: Bis-propargyl-PEG4 enables Click Chemistry reactions with azide compounds via copper catalyzed azide-alkyne Click Chemistry. The PEG units enhance the solubility of the molecule in aqueous media.

Technology Process of 4,7,10,13-Tetraoxahexadeca-1,15-diyne

There total 3 articles about 4,7,10,13-Tetraoxahexadeca-1,15-diyne 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: 96.0%

propargyl bromide (106-96-7) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → α,ω-bis(O-propargyl)triethylene glycol (126422-58-0)

Guidance literature:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol; With sodium hydride; In tetrahydrofuran; mineral oil; for 1h; Inert atmosphere;

propargyl bromide; In tetrahydrofuran; mineral oil; at 23 ℃; for 48h; Inert atmosphere;

DOI:10.1002/ejoc.201001140

Reference yield: 30.0%

propargyl bromide (106-96-7) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → α,ω-bis(O-propargyl)triethylene glycol (126422-58-0) + O-propargyl triethylene glycol (208827-90-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2009.01.028

Reference yield: 9.2%

1,2-bis-(2-bromo-ethoxy)-ethane (31255-10-4) + propargyl alcohol (107-19-7) → 1-bromo-2-[2-[2-(prop-2-yn-1-yloxy)ethoxy]ethoxy]ethane (203740-63-0,2055105-25-2) + α,ω-bis(O-propargyl)triethylene glycol (126422-58-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 40 ℃; for 18h;

DOI:10.1002/prac.19983400207

upstream raw materials:

1,2-bis-(2-bromo-ethoxy)-ethane

propargyl alcohol

propargyl bromide

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

Downstream raw materials:

C₃₂H₄₄N₈O₁₄P₂