Triethylene Glycol Mono(2-propynyl) Ether

Base Information

• Chemical Name: Triethylene Glycol Mono(2-propynyl) Ether
• CAS No.: 208827-90-1
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• European Community (EC) Number: 846-686-2
• Nikkaji Number: J2.017.245B
• Mol file: 208827-90-1.mol

Synonyms:1-O-propargyl triethylene glycol;

Chemical Property of Triethylene Glycol Mono(2-propynyl) Ether

Chemical Property:

• Refractive Index: 1.4610 to 1.4650
• Boiling Point: 277.2±25.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• PSA: 47.92000
• Density: 1.060±0.06 g/cm3(Predicted)
• LogP: -0.33830
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 138

Purity/Quality:

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

2-[2-[2-(2-Propynyloxy)ethoxy]ethoxy]ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOCCOCCOCCO
• Description: Propargyl-PEG4-alcohol is a Click Chemistry reagent that can react with azide-bearing compounds or biomolecules; copper is needed as a catalyst. The PEG units help increase the solubility of the molecule in aqueous media.
• Uses: 2-[2-[2-(2-Propynyloxy)ethoxy]ethoxy]ethanol is a reactant used in the preparation of bis-sulfide bioconjugates for glutathione triggered tumor responsive drug release.

Technology Process of Triethylene Glycol Mono(2-propynyl) Ether

There total 9 articles about Triethylene Glycol Mono(2-propynyl) Ether 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%

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

Guidance literature:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

propargyl bromide; In tetrahydrofuran; Inert atmosphere;

Reference yield: 90.0%

tri(ethylene)glycol (43113-37-7) + propargyl bromide (106-96-7) → O-propargyl triethylene glycol (208827-90-1)

Guidance literature:

tri(ethylene)glycol; With potassium tert-butylate; In tetrahydrofuran; at 0 - 25 ℃; for 0.5h; Inert atmosphere;

propargyl bromide; In tetrahydrofuran; at 25 ℃; for 14h; Inert atmosphere;

DOI:10.1021/ja403323y

Reference yield: 79.0%

tert-butyl-dimethyl-{2-[2-(2-prop-2-ynyloxy-ethoxy)-ethoxy]-ethoxy}-silane (581103-23-3) → O-propargyl triethylene glycol (208827-90-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0960-894X(03)00355-X

upstream raw materials:

tert-butyl-dimethyl-{2-[2-(2-prop-2-ynyloxy-ethoxy)-ethoxy]-ethoxy}-silane

propargyl bromide

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

8-tosyloxy-3,6-dioxaoctanol

Downstream raw materials:

tert-butyl-2-(2-{2-[2-(prop-2-ynyloxy)ethoxy]ethoxy}ethoxy)acetate

2-[2-(2-(prop-2-yn-1-yloxy)ethoxy)ethoxy]ethyl 4-methylbenzene-1-sulfonate

5-[12-(adamantyl-1-oxyl)-(4,7,10-trioxadodec-1-ynyl)]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

5-[12-(diamantyl-4-oxyl)-(4,7,10-trioxadodec-1-ynyl)]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Refernces

• 1、 Liu, Jian-Yong,Wang, Chen,Zhu, Chun-Hui,Zhang, Zhi-Hong,Xue, Jin-Ping. "Preparation and in vitro photodynamic activity of glucosylated zinc(II) phthalocyanines as underlying targeting photosensitizers". . . Retrieved 2017.
• 2、 Tisseraud, Marion,Schulz, Jürgen,Vimont, Delphine,Berlande, Murielle,Fernandez, Philippe,Hermange, Philippe,Fouquet, Eric. "Highly hindered 2-(aryl-di-tert -butylsilyl)- N -methyl-imidazoles: A new tool for the aqueous 19F- and 18F-fluorination of biomolecule-based structures". . p. 5098 - 5101. Retrieved 2018.
• 3、 Mertz, Damien,Ochs, Christopher J.,Zhu, Zhiyuan,Lee, Lillian,Guntari, Stefanie N.,Such, Georgina K.,Goh, Tor Kit,Connal, Luke A.,Blencowe, Anton,Qiao, Greg G.,Caruso, Frank. "ATRP-mediated continuous assembly of polymers for the preparation of nanoscale films". . p. 12601 - 12603. Retrieved 2011.
• 4、 -. "COMPOSITIONS AND METHODS RELATED TO MOLECULAR CONJUGATION". Page/Page column 44. . Retrieved 2021/06/11.
• 5、 -. "IRAK DEGRADERS AND USES THEREOF". Paragraph 00962; 001770-001772; 001795-001797. . Retrieved 2020/06/19.