2,5-Bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate)

Base Information

• Chemical Name: 2,5-Bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate)
• CAS No.: 613676-07-6
• Molecular Formula: C₁₄H₂₀F₆O₆S₂Si₂
• Molecular Weight: 518.603
• European Community (EC) Number: 835-742-1
• Nikkaji Number: J1.975.885K
• Mol file: 613676-07-6.mol

Synonyms:2,5-bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate);613676-07-6;[4-(trifluoromethylsulfonyloxy)-2,5-bis(trimethylsilyl)phenyl] trifluoromethanesulfonate;BZSLFYMKJPECFT-UHFFFAOYSA-N;MFCD29067307;AS-84263;B5559;D89145;1,4-Bis(trimethylsilyl)phenyl-2,5-bis(triflate);2,5-bis(trimethylsilyl)-1,4-phenylenebis(trifluoromethanesulfonate);2,5-bis(trimethylsilyl)-1,4-phenylenyl bis(trifluoromethanesulfonate)

Chemical Property of 2,5-Bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate)

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 6
• Exact Mass: 518.01440274
• Heavy Atom Count: 30
• Complexity: 746

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC(=C(C=C1OS(=O)(=O)C(F)(F)F)[Si](C)(C)C)OS(=O)(=O)C(F)(F)F

Technology Process of 2,5-Bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate)

There total 4 articles about 2,5-Bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate) 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: 88.0%

trifluoromethylsulfonic anhydride (358-23-6) + 2,5-bis(trimethylsilyl)benzene-1,4-diol (101907-54-4) → 2,5-bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate) (613676-07-6)

Guidance literature:

With pyridine; at 50 ℃; for 1h;

DOI:10.1021/ol035751v

Reference yield:

2,5-dibromohydroquinone (14753-51-6) → 2,5-bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate) (613676-07-6)

Guidance literature:

Multi-step reaction with 4 steps

1: Na⁽¹⁺⁾*HSO₄^(1-)*SiO₂ = NaHSO₄*SiO₂ / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

2: sodium / toluene / 1.5 h / Reflux; Inert atmosphere

3: potassium fluoride; methanol / 1.25 h / 25 °C / Schlenk technique; Inert atmosphere

4: pyridine / 2 h / 0 - 50 °C / Schlenk technique; Inert atmosphere

With pyridine; methanol; potassium fluoride; Na⁽¹⁺⁾*HSO₄^(1-)*SiO₂ = NaHSO₄*SiO₂; sodium; In toluene; acetonitrile;

DOI:10.1080/00304948.2019.1651172

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 2,5-bis(trimethylsilyl)-1,4-phenylene bis(trifluoromethanesulfonate) (613676-07-6)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic acid; bromine / 35 °C / Inert atmosphere

2: Na⁽¹⁺⁾*HSO₄^(1-)*SiO₂ = NaHSO₄*SiO₂ / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

3: sodium / toluene / 1.5 h / Reflux; Inert atmosphere

4: potassium fluoride; methanol / 1.25 h / 25 °C / Schlenk technique; Inert atmosphere

5: pyridine / 2 h / 0 - 50 °C / Schlenk technique; Inert atmosphere

With pyridine; methanol; potassium fluoride; Na⁽¹⁺⁾*HSO₄^(1-)*SiO₂ = NaHSO₄*SiO₂; bromine; sodium; acetic acid; In toluene; acetonitrile;

DOI:10.1080/00304948.2019.1651172

upstream raw materials:

trifluoromethylsulfonic anhydride

2,5-bis(trimethylsilyl)benzene-1,4-diol

2,5-dibromohydroquinone

hydroquinone