1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene

Base Information

• Chemical Name: 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene
• CAS No.: 443096-45-5
• Molecular Formula: C₃₂H₆₆GeOSi₆
• Molecular Weight: 707.978
• Mol file: 443096-45-5.mol

Synonyms:1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene

Chemical Property of 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene

There total 13 articles about 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene 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: 61.0%

methanol (67-56-1) + 1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabenzene (443096-40-0) → 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene (443096-45-5) + 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,5-diene (443096-51-3)

Guidance literature:

With SiO₂; In tetrahydrofuran; methanol; under Ar; MeOH added to soln. of germabenzene in THF at room temp., stirred for 30 min; solvent removed, PTLC (SiO2, hexane/CHCl3 (3/1));

DOI:10.1021/ja0262941

Reference yield: 49.0%

5-iodopenta-1,4-dienyl(dimethoxy)(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)germane → 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene (443096-45-5)

Guidance literature:

With tert-butyllithium; HCl; SiO₂; In diethyl ether; pentane; under Ar; t-BuLi/pentane (2.3 equiv.) added to soln. of germane in Et2O at -40°C, stirred for 2 h, warmed to room temp., stirred for 12 h; addn. of 1 M HCl, org. layer sepd., aq. layer extracted with hexane several times, combined org. layers dried over MgSO4, filtered, solvent removed, chromy. (SiO2, hexane/CHCl3 (3/1); elem. anal.;

DOI:10.1021/ja0262941

Reference yield: 39.0%

5-iodopenta-1,4-dienyl(dimethoxy)(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)germane → 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene (443096-45-5) + 1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,5-diene (443096-51-3)

Guidance literature:

With tert-butyllithium; HCl; SiO₂; In diethyl ether; pentane; under Ar; t-BuLi/pentane (2.2 equiv.) added to soln. of germane in Et2O at -10°C, stirred for 2 h, warmed to room temp., stirred for 12 h; addn. of 1 M HCl, org. layer sepd., aq. layer extracted with hexane several times, combined org. layers dried over MgSO4, filtered, solvent removed, chromy. (SiO2, hexane/CHCl3 (3/1); elem. anal.;

DOI:10.1021/ja0262941

upstream raw materials:

1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabenzene

water

methanol

trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane

Downstream raw materials:

1-chloro-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene

1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabenzene

1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,5-diene

8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene