3,6,9,12-Tetraoxapentadec-14-yn-1-ol

Base Information

• Chemical Name: 3,6,9,12-Tetraoxapentadec-14-yn-1-ol
• CAS No.: 87450-10-0
• Molecular Formula: C11H20O5
• Molecular Weight: 232.277
• Hs Code.: 2942000090
• European Community (EC) Number: 846-681-5
• DSSTox Substance ID: DTXSID40579528
• Nikkaji Number: J2.739.584H
• Wikidata: Q82470061
• Mol file: 87450-10-0.mol

Synonyms:87450-10-0;Propargyl-PEG5-alcohol;3,6,9,12-Tetraoxapentadec-14-yn-1-ol;Propargyl-PEG4-OH;2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethanol;MFCD22201537;Propyne-PEG4-OH;SCHEMBL40247;LCZC488;DTXSID40579528;WQMJFCWQBPUZCK-UHFFFAOYSA-N;HC identical withC-CH2-PEG4-OH;ZB0949;AKOS030629979;BP-20648;BS-24020;SY269373;HY-133229;CS-0113517;HC inverted exclamation markOC-CH2-PEG4-OH;H11023;EN300-7373223;2-(2-(2-(2-(prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)ethanol

Chemical Property of 3,6,9,12-Tetraoxapentadec-14-yn-1-ol

Chemical Property:

• Boiling Point: 324.4±32.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• PSA: 57.15000
• Density: 1.071±0.06 g/cm3(Predicted)
• LogP: -0.32170
• Storage Temp.: 2-8°C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 232.13107373
• Heavy Atom Count: 16
• Complexity: 175

Purity/Quality:

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

HC≡C-CH2-PEG4-OH min.95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOCCOCCOCCOCCO
• Description: Propargyl-PEG5-alcohol enables Click Chemistry reactions with azide compounds or biomolecules via copper catalyzed azide-alkyne Click Chemistry to yield a stable triazole linkage.

Technology Process of 3,6,9,12-Tetraoxapentadec-14-yn-1-ol

There total 11 articles about 3,6,9,12-Tetraoxapentadec-14-yn-1-ol 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: 92.0%

Tetraethylene glycol (112-60-7) + propargyl bromide (106-96-7) → 3,6,9,12-tetraoxapentadec-14-yn-1-ol (87450-10-0)

Guidance literature:

Tetraethylene glycol; With sodium hydride; In trans-1,3-dioxane; mineral oil; for 0.333333h; Inert atmosphere; Cooling with ice;

propargyl bromide; In trans-1,3-dioxane; toluene; mineral oil; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02748

Reference yield: 81.0%

Tetraethylene glycol (112-60-7) + 2-propynyl chloride (624-65-7) → 3,6,9,12-tetraoxapentadec-14-yn-1-ol (87450-10-0)

Guidance literature:

Tetraethylene glycol; With sodium hydride; In tetrahydrofuran; mineral oil; for 1h;

2-propynyl chloride; In tetrahydrofuran; mineral oil; at 20 ℃; for 20h; Cooling with ice;

DOI:10.5012/bkcs.2011.32.11.3933

Reference yield: 60.0%

Tetraethylene glycol (112-60-7) + 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) + propargyl bromide (106-96-7) → 3,6,9,12-tetraoxapentadec-14-yn-1-ol (87450-10-0)

Guidance literature:

With NaH; In tetrahydrofuran; methanol; mineral oil;

upstream raw materials:

Tetraethylene glycol

propargyl bromide

C₃₀H₃₄O₅

propargyl p-toluenesulfonate

Downstream raw materials:

C₅₄H₆₆N₁₀O₁₄*C₅₆H₅₂Cl₆N₂O₆

3,6,9,12-tetraoxapentadec-14-ynyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

C₄₀H₆₀N₆O₁₃

C₂₅H₃₈O₁₄

Refernces

• 1、 Abt, Doris,Schmidt, Bernhard V. K. J.,Pop-Georgievski, Ognen,Quick, Alexander S.,Danilov, Denis,Kostina, Nina Yu.,Bruns, Michael,Wenzel, Wolfgang,Wegener, Martin,Rodriguez-Emmenegger, Cesar,Barner-Kowollik, Christopher. "Designing Molecular Printboards: A Photolithographic Platform for Recodable Surfaces". . p. 13186 - 13190. Retrieved 2015.
• 2、 Zhang, Ping,Paszkiewicz, Eugenia,Wang, Qifang,Sadowska, Joanna M.,Kitov, Pavel I.,Bundle, David R.,Ling, Chang-Chun. "Clustering of PK-trisaccharides on amphiphilic cyclodextrin reveals unprecedented affinity for the Shiga-like toxin Stx2". . p. 10528 - 10531. Retrieved 2017.
• 3、 Chen, Yingying,Gao, Qianqian,Liang, Shuobin,Ma, Xinyuan,Tretyakova, Elena V.,Wang, Xinchen,Xiao, Sulong,Zhang, Yongmin,Zhou, Demin. "Facial Synthesis and Bioevaluation of Well‐Defined OEGylated Betulinic Acid‐Cyclodextrin Conjugates for Inhibition of Influenza Infection". . . Retrieved 2022/02/19.
• 4、 Kim, Minju,Dygas, Miroslaw,Sobolev, Yaroslav I.,Beker, Wiktor,Zhuang, Qiang,Klucznik, Tomasz,Ahumada, Guillermo,Ahumada, Juan Carlos,Grzybowski, Bartosz A.. "On-Nanoparticle Gating Units Render an Ordinary Catalyst Substrate- And Site-Selective". supporting information. p. 1807 - 1815. Retrieved 2021/02/05.