BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER

Base Information

• Chemical Name: BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER
• CAS No.: 53914-95-7
• Molecular Formula: C28H40O10
• Molecular Weight: 536.62
• Mol file: 53914-95-7.mol

Synonyms:BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER

Chemical Property of BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER

Chemical Property:

• Vapor Pressure: 4.23E-18mmHg at 25°C
• Melting Point: 69.0 ~73.0 °C
• Refractive Index: 1.465
• Boiling Point: 689.9°C at 760 mmHg
• Flash Point: 267.2°C
• PSA: 92.30000
• Density: 1.068g/cm³
• LogP: 3.89320

Purity/Quality:

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

Bis(1,4-phenylene)-34-crown 10-Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER

There total 17 articles about BIS(1,4-PHENYLENE)-34-CROWN 10-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: 25.0%

tetraethylene glycol di(p-toluenesulfonate) (37860-51-8) + 1,11-bis<4-hydroxyphenoxy>-3,6,9-trioxaundecane (14556-10-6) → bis(p-phenylene)[34]crown-10 (53914-95-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 120h; Heating;

DOI:10.1021/ja00027a027

Reference yield: 25.0%

1,4-bis[2-(2-(2-(2-toluene-p-sulfonylethoxy)ethoxy)ethoxy)ethoxy]benzene (134881-77-9) + hydroquinone (123-31-9,8027-02-9) → bis(p-phenylene)[34]crown-10 (53914-95-7)

Guidance literature:

With potassium carbonate; In acetone; for 48h; Heating;

DOI:10.1002/jlac.199719970115

Reference yield: 12.8%

tetraethylene glycol di(p-toluenesulfonate) (37860-51-8) + hydroquinone (123-31-9,8027-02-9) → bis(p-phenylene)[34]crown-10 (53914-95-7)

Guidance literature:

hydroquinone; With sodium hydroxide; In water; butan-1-ol; for 0.5h; Reflux; Inert atmosphere;

tetraethylene glycol di(p-toluenesulfonate); With caesium carbonate; In 1,4-dioxane; butan-1-ol; for 20h; Reflux;

DOI:10.1016/j.polymer.2014.05.007

upstream raw materials:

tetraethylene glycol di(p-toluenesulfonate)

1,11-bis<4-hydroxyphenoxy>-3,6,9-trioxaundecane

1,11-bis<4-(benzyloxy)phenoxy>-3,6,9-trioxaundecane

1,4-bis[2-(2-hydroxyethoxy)ethoxy]benzene bis(4-methylbenzenesulfonate)

Downstream raw materials:

C₁₂₄H₁₃₈N₄O₆⁽⁴⁺⁾*C₂₈H₄₀O₁₀*4F₆P^(1-)

Refernces

• 1、 Gibson, Harry W.,Shen, Ya Xi,Bheda, Mukesh C.,Gong, Caiguo. "Polymeric molecular shuttles: Polypseudorotaxanes & polyrotaxanes based on viologen (paraquat) urethane backbones & bis(p-phenylene)-34-crown-10". . p. 3202 - 3211. Retrieved 2014.
• 2、 Ramos, Susana,Alcalde, Ermitas,Fraser Stoddart,White, Andrew J. P.,Williams, David J.,Perez-Garcia, Lluisa. "Proton ionizable 1H-1,2,4-triazole π-electron deficient cyclophanes as hosts and in [2]catenanes". body text. p. 300 - 317. Retrieved 2009/06/21.
• 3、 Marquis, Damien,Greiving, Helmut,Desvergne, Jean-Pierre,Lahrahar, Nacer,Marsau, Pierre,Hopf, Henning,Bouas-Laurent, Henri. "From p-dimethoxybenzene to crown-benzenophanes, 4: Cation-complexing properties of Bis(p-phenylene-34-crown-10) - A structural and spectrophotometric study". . p. 97 - 106. Retrieved 2007/10/03.