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

Base Information

• Chemical Name: 4,4′-bis(phenylsulfanyl)-2,2′-dihydroxy-5,5′-di(methoxymethyloxy)biphenyl
• CAS No.: 1536349-88-8
• Molecular Formula: C₂₈H₂₆O₆S₂
• Molecular Weight: 522.643
• Mol file: 1536349-88-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 4,4′-bis(phenylsulfanyl)-2,2′-dihydroxy-5,5′-di(methoxymethyloxy)biphenyl 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%

6,6-di-tert-butyl-2,10-bis(methoxymethoxy)-3,9-bis(phenylthio)dibenzo[d,f][1,3,2]dioxasilepine (1536349-83-3) → 4,4′-bis(phenylsulfanyl)-2,2′-dihydroxy-5,5′-di(methoxymethyloxy)biphenyl (1536349-88-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1021/jo402522y

Reference yield:

1,4-dimethoxy-2-phenylsulfanyl-benzene (89363-81-5) → 4,4′-bis(phenylsulfanyl)-2,2′-dihydroxy-5,5′-di(methoxymethyloxy)biphenyl (1536349-88-8)

Guidance literature:

Multi-step reaction with 5 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

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

With iron(III) chloride; 18-crown-6 ether; tetrabutyl ammonium fluoride; 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) → 4,4′-bis(phenylsulfanyl)-2,2′-dihydroxy-5,5′-di(methoxymethyloxy)biphenyl (1536349-88-8)

Guidance literature:

Multi-step reaction with 4 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

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

With 18-crown-6 ether; tetrabutyl ammonium fluoride; 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′-dimethoxy-5,5′-di(methoxymethyloxy)biphenyl