Hexaethylene glycol di(p-toluenesulfonate)

Base Information

• Chemical Name: Hexaethylene glycol di(p-toluenesulfonate)
• CAS No.: 42749-27-9
• Molecular Formula: C26H38O11S2
• Molecular Weight: 590.713
• Hs Code.: 2909499000
• Mol file: 42749-27-9.mol

Synonyms:HEG ditosylate;3,6,9,12,15-pentaoxaheptadecane-1,17-diol ditosylate;O,O'-ditosyl-3,6,9,12,15-pentaoxaheptadecane-1,17-diol;PEG7-bis-Tos;3,6,9,12,15-pentaoxa-1,17-heptadecyl di-p-toluenesulfonate;Hexaethylene glycol ditosylate;

Chemical Property of Hexaethylene glycol di(p-toluenesulfonate)

Chemical Property:

• Vapor Pressure: 5.79E-18mmHg at 25°C
• Refractive Index: n20/D1.521
• Boiling Point: 687.4°Cat760mmHg
• Flash Point: 369.5°C
• PSA: 149.65000
• Density: 1.24g/cm³
• LogP: 4.65880

Purity/Quality:

99% min ^*data from raw suppliers

Tos-PEG7-Tos ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Tos-PEG7-Tos is a PEG linker containing two tosyl groups. The hydrophilic PEG spacer increases solubility in aqueous media. The tosyl group is a very good leaving group for nucleophilic substitution reactions.
• Uses: Tos-PEG7-Tos is a supramolecular electrolyte, used as an n-type doping agent with carbon nanotube films.

Technology Process of Hexaethylene glycol di(p-toluenesulfonate)

There total 7 articles about Hexaethylene glycol di(p-toluenesulfonate) 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: 100.0%

pentaethylene glycol (2615-15-8) + p-toluenesulfonyl chloride (98-59-9) → hexa(ethyleneglycol) ditosylate (42749-27-9)

Guidance literature:

With potassium hydroxide; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.bmc.2010.05.075

Reference yield: 85.0%

pentaethylene glycol (2615-15-8) + p-toluenesulfonyl chloride (98-59-9) → hexa(ethyleneglycol) ditosylate (42749-27-9) + toluene-4-sulfonic acid 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester (42749-28-0)

Guidance literature:

With potassium iodide; silver(l) oxide; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1021/ol020071y

Reference yield:

1,1,1,21,21,21-hexaphenyl-2,5,8,11,14,17,20-heptaoxaheneicosane (144270-96-2) → hexa(ethyleneglycol) ditosylate (42749-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd/C / CH₂Cl₂ / 48 h / 20 °C / 38000 Torr

2: 99 percent / Et₃N; KOH / tetrahydrofuran; H₂O / 7 h

With potassium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; 1: Hydrogenolysis / 2: Tosylation;

DOI:10.1021/jo990620m

upstream raw materials:

pentaethylene glycol

p-toluenesulfonyl chloride

1,1,1,21,21,21-hexaphenyl-2,5,8,11,14,17,20-heptaoxaheneicosane

1,21-diphenyl-2,5,8,11,14,17,20-heptaoxahenicosane

Downstream raw materials:

N-(p-tolylsulphonyl)-1,4,7,10,13,16,19-heptaoxa-22-azacyclotetracosane

C₃₂H₄₂O₁₁

6,8,9,11,12,14,15,17,18,20,21,23,24,26-tetradecahydro-6-methyl-6-<3-(phenylmethoxy)propyl><1,4>benzodioxino<2,3-c>-<1,6,9,12,15,18,21>-heptaoxacyclotricosin

3,4,5-trimethoxybenzylidene-6,6'-di-t-butylnaphthocrown-7

Refernces

• 1、 Cheng, Lin,Liu, Kai,Wang, Lei,Yan, Xuzhou,Yu, Wei,Zhang, Zhaoming,Zhao, Jun. "Synergistic Covalent and Supramolecular Polymers for Mechanically Robust but Dynamic Materials". . p. 12139 - 12146. Retrieved 2020.
• 2、 Gao, Fei,Peng, Chenyu,Zhuang, Rongqiang,Guo,Liu, Huanhuan,Huang,Li, Hua,Xu, Duo,Wen, Xuejun,Fang, Jianyang,Zhang, Xianzhong. "18F-labeled ethisterone derivative for progesterone receptor targeted PET imaging of breast cancer". . p. 62 - 69. Retrieved 2019.
• 3、 Ma, Yingjie,Marszalek, Tomasz,Yuan, Zhongyi,Stangenberg, Rene,Pisula, Wojciech,Chen, Long,Müllen, Klaus. "A crown ether decorated dibenzocoronene tetracarboxdiimide chromophore: Synthesis, sensing, and self-organization". . p. 139 - 143. Retrieved 2015.
• 4、 Bai, Ruixue,Cheng, Lin,Wang, Yongming,Yan, Xuzhou,Yu, Wei,Zhang, Zhaoming,Zhao, Dong,Zhao, Jun. "Mechanically Interlocked Vitrimers". supporting information. . Retrieved 2022/01/03.