2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene

Base Information

• Chemical Name: 2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene
• CAS No.: 443096-48-8
• Molecular Formula: C₃₈H₇₄GeSi₆
• Molecular Weight: 772.109
• Mol file: 443096-48-8.mol

Synonyms:2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene

Chemical Property of 2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene

There total 8 articles about 2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene 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: 69.0%

1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabenzene (443096-40-0) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene (443096-48-8)

Guidance literature:

In benzene-d6; under Ar; 2,3-dimethyl-1,3-butadiene added to the germabenzene in C6D6,heated at 80°C for 3 h; solvent removed, GPLC (CHCl3); elem. anal.;

DOI:10.1021/ja0262941

Reference yield:

dimethoxy(5-tributylstannylpenta-1,4-dienyl)(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)germane → 2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene (443096-48-8)

Guidance literature:

Multi-step reaction with 5 steps

1: Na₂S₂O₃ / dichloromethane

2: tert-butyllithium; HCl; SiO₂ / diethyl ether; pentane

3: diethyl ether

4: lithium diisopropylamide / tetrahydrofuran; n-heptane; ethylbenzene

5: benzene-d6

With Na₂S₂O₃; tert-butyllithium; HCl; SiO₂; lithium diisopropylamide; In tetrahydrofuran; diethyl ether; n-heptane; dichloromethane; ethylbenzene; benzene-d6; pentane;

DOI:10.1021/ja0262941

Reference yield:

5-iodopenta-1,4-dienyl(dimethoxy)(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)germane → 2,3-dimethyl-4a-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1,4,4a,8a-tetrahydro-4a-germanaphthalene (443096-48-8)

Guidance literature:

Multi-step reaction with 4 steps

1: tert-butyllithium; HCl; SiO₂ / diethyl ether; pentane

2: diethyl ether

3: lithium diisopropylamide / tetrahydrofuran; n-heptane; ethylbenzene

4: benzene-d6

With tert-butyllithium; HCl; SiO₂; lithium diisopropylamide; In tetrahydrofuran; diethyl ether; n-heptane; ethylbenzene; benzene-d6; pentane;

DOI:10.1021/ja0262941

upstream raw materials:

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

2,3-dimethyl-buta-1,3-diene

trimethoxy(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