Nonaethylenel di(p-toluenesulfonate)

Base Information

• Chemical Name: Nonaethylenel di(p-toluenesulfonate)
• CAS No.: 109635-64-5
• Molecular Formula: C32H50O14S2
• Molecular Weight: 722.873
• Mol file: 109635-64-5.mol

Synonyms:

Chemical Property of Nonaethylenel di(p-toluenesulfonate)

Chemical Property:

• Boiling Point: 762.5±60.0 °C(Predicted)
• PSA: 177.34000
• Density: 1.216±0.06 g/cm3(Predicted)
• LogP: 4.70860
• Solubility.: Soluble in DMSO, DCM, DMF

Purity/Quality:

98%min ^*data from raw suppliers

Tos-PEG10-tos ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Tos-PEG10-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-PEG10-tos is used as a reactant in the synthesis of crown ethers that can then be used to complex urea.

Technology Process of Nonaethylenel di(p-toluenesulfonate)

There total 3 articles about Nonaethylenel 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:

triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → Nonaethylene glycol ditosylate (109635-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KOH / 1.) 50 deg C, 0.1 mm Hg, 5 h, 2.) THF, room temperature, 10 d

2: NaOH / H₂O; tetrahydrofuran / 2 h / 0 °C

With potassium hydroxide; sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1039/ft9969203173

Reference yield:

nonaethylene glycol (3386-18-3) + p-toluenesulfonyl chloride (98-59-9) → Nonaethylene glycol ditosylate (109635-64-5)

Guidance literature:

With triethylamine; In dichloromethane; for 17h; Ambient temperature;

DOI:10.1002/recl.19881070209

Reference yield:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → Nonaethylene glycol ditosylate (109635-64-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / NaOH / H₂O; tetrahydrofuran / 2 h / 0 °C

2: 1.) KOH / 1.) 50 deg C, 0.1 mm Hg, 5 h, 2.) THF, room temperature, 10 d

3: NaOH / H₂O; tetrahydrofuran / 2 h / 0 °C

With potassium hydroxide; sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1039/ft9969203173

upstream raw materials:

nonaethylene glycol

p-toluenesulfonyl chloride

triethylene glycol di-(p-toluenesulfonate)

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

Downstream raw materials:

3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51-heptadecaoxa-tripentacontane-1,53-diol

α-hydro, ω-hydroxyheptacosa(oxyethylene)

hexatriaconta(ethylene glycol)

Refernces

• 1、 Aarts, Veronika M. L. J.,Grootenhuis, Peter D. J.,Reinhoudt, David N.,Czech, Anna,Czech, Bronislaw P.,Bartsch, Richard A.. "Macrocyclic receptor molecules with a pendant carboxylic acid group for the complexation of urea". . p. 94 - 104. Retrieved 2007/10/02.