2,5,8,11-Tetraoxatridecane-13-thiol

Base Information

• Chemical Name: 2,5,8,11-Tetraoxatridecane-13-thiol
• CAS No.: 52190-55-3
• Molecular Formula: C₉H₂₀O₄S
• Molecular Weight: 224.321
• DSSTox Substance ID: DTXSID90694735
• Nikkaji Number: J1.737.436B
• Wikidata: Q72507867
• Mol file: 52190-55-3.mol

Synonyms:52190-55-3;2,5,8,11-TETRAOXATRIDECANE-13-THIOL;m-PEG4-thiol;m-PEG4-SH;mPEG4-SH;2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethanethiol;SCHEMBL2221459;DTXSID90694735;BCP11349;MFCD07778621;AKOS027320627;3,6,9,12-Tetraoxatridecane-1-thiol;AT10125;GS-9467;BP-21117;HY-133271;CS-0116175;FT-0713143;A871052;3,3,3-TRIFLUORO-2,2-BIS(TRIFLUOROMETHYL)PROPANOYLFLUORIDE

Chemical Property of 2,5,8,11-Tetraoxatridecane-13-thiol

Chemical Property:

• Boiling Point: 84 °C(Press: 1 Torr)
• PKA: 9?+-.0.10(Predicted)
• PSA: 75.72000
• Density: 1.035
• LogP: 0.61240
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 224.10823029
• Heavy Atom Count: 14
• Complexity: 103

Purity/Quality:

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

M-PEG4-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOCCOCCOCCS

Technology Process of 2,5,8,11-Tetraoxatridecane-13-thiol

There total 3 articles about 2,5,8,11-Tetraoxatridecane-13-thiol 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: 93.0%

2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethanethiol (1379649-86-1) → 2,5,8,11-tetraoxatridecane-13-thiol (134874-49-0,52190-55-3)

Guidance literature:

With sodium methylate; In methanol; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201103422

Reference yield: 82.0%

2,5,8,11-tetraoxatridecan-13-ol tosylate (62921-76-0,58320-73-3) → 2,5,8,11-tetraoxatridecane-13-thiol (134874-49-0,52190-55-3)

Guidance literature:

2,5,8,11-tetraoxatridecan-13-ol tosylate; With thiourea; In ethanol; water; for 3h; Reflux;

With sodium hydroxide; In ethanol; water; for 2h; Reflux;

DOI:10.1021/acs.jmedchem.1c00168

Reference yield: 22.0%

tetraethylene glycol monomethyl ether (23783-42-8,95507-80-5) → 2,5,8,11-tetraoxatridecane-13-thiol (134874-49-0,52190-55-3)

Guidance literature:

With thiourea; In ethanol; for 6h; Heating;

DOI:10.1021/ja0350278

upstream raw materials:

2,5,8,11-tetraoxatridecan-13-ol tosylate

tetraethylene glycol monomethyl ether

2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethanethiol

Refernces

• 1、 Perlin, Pesach,Gharakhanian, Eric G.,Deming, Timothy J.. "Homoallylglycine residues are superior precursors to orthogonally modified thioether containing polypeptides". . p. 6196 - 6199. Retrieved 2018/06/18.
• 2、 Richter, Christian,Schaepe, Kira,Glorius, Frank,Ravoo, Bart Jan. "Tailor-made N-heterocyclic carbenes for nanoparticle stabilization". . p. 3204 - 3207. Retrieved 2014/03/21.