6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine

Base Information

• Chemical Name: 6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine
• CAS No.: 1536349-83-3
• Molecular Formula: C₃₆H₄₂O₆S₂Si
• Molecular Weight: 662.943
• Mol file: 1536349-83-3.mol

Synonyms:6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine

Chemical Property of 6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine

There total 4 articles about 6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine 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: 87.0%

6,6-di-tert-butyl-3,9-bis(phenylthio)dibenzo-[d,f][1,3,2]dioxasilepine-2,10-diol (1455435-74-1) + chloromethyl methyl ether (107-30-2) → 6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine (1536349-83-3)

Guidance literature:

With 18-crown-6 ether; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1021/jo402522y

Reference yield:

1,4-dimethoxy-2-phenylsulfanyl-benzene (89363-81-5) → 6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine (1536349-83-3)

Guidance literature:

Multi-step reaction with 4 steps

1: iron(III) chloride / dichloromethane; nitromethane / 3 h / 20 °C

2: boron tribromide / dichloromethane / 12 h / 0 °C / Inert atmosphere

3: triethylamine / tert-butyl alcohol; acetonitrile / 11 h / 80 °C

4: sodium hydride; 18-crown-6 ether / tetrahydrofuran / 2 h / 0 - 20 °C

With iron(III) chloride; 18-crown-6 ether; boron tribromide; sodium hydride; triethylamine; In tetrahydrofuran; nitromethane; dichloromethane; acetonitrile; tert-butyl alcohol;

DOI:10.1021/jo402522y

Reference yield:

2,2′,5,5′-tetramethoxy-4,4′-bis(phenylsulfanyl)biphenyl (1310713-30-4) → 6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine (1536349-83-3)

Guidance literature:

Multi-step reaction with 3 steps

1: boron tribromide / dichloromethane / 12 h / 0 °C / Inert atmosphere

2: triethylamine / tert-butyl alcohol; acetonitrile / 11 h / 80 °C

3: sodium hydride; 18-crown-6 ether / tetrahydrofuran / 2 h / 0 - 20 °C

With 18-crown-6 ether; boron tribromide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; tert-butyl alcohol;

DOI:10.1021/jo402522y

upstream raw materials:

1,4-dimethoxy-2-phenylsulfanyl-benzene

2,2′,5,5′-tetramethoxy-4,4′-bis(phenylsulfanyl)biphenyl

4,4′-bis(phenylsulfanyl)-2,2′,5,5′-tetrahydroxybiphenyl

6,6-di-tert-butyl-3,9-bis(phenylthio)dibenzo-[d,f][1,3,2]dioxasilepine-2,10-diol

Downstream raw materials:

4,4′-bis(phenylsulfanyl)-2,2′-dihydroxy-5,5′-di(methoxymethyloxy)biphenyl