Disilene, tetrakis(2,4,6-trimethylphenyl)-

Base Information

• Chemical Name: Disilene, tetrakis(2,4,6-trimethylphenyl)-
• CAS No.: 80785-72-4
• Molecular Formula: C36H44Si2
• Molecular Weight: 532.916
• DSSTox Substance ID: DTXSID80454103,DTXSID20822988
• Nikkaji Number: J792.952H
• Wikidata: Q82275444

Synonyms:tetramesityldisilene;Disilene, tetrakis(2,4,6-trimethylphenyl)-;Tetramesityldisilen;80785-72-4;74864-45-2;DTXSID20822988;DTXSID80454103

Chemical Property of Disilene, tetrakis(2,4,6-trimethylphenyl)-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 532.29815447
• Heavy Atom Count: 38
• Complexity: 638

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)[Si](=[Si](C2=C(C=C(C=C2C)C)C)C3=C(C=C(C=C3C)C)C)C4=C(C=C(C=C4C)C)C)C

Technology Process of Disilene, tetrakis(2,4,6-trimethylphenyl)-

There total 11 articles about Disilene, tetrakis(2,4,6-trimethylphenyl)- 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: 80.0%

2,2-dimesitylhexamethyltrisilane (79184-72-8) → tetramesityldisilene (80785-72-4)

Guidance literature:

In tetrahydrofuran; pentane; at -60 ℃; for 20h; Irradiation;

DOI:10.1016/0022-328X(90)87222-Y

Reference yield: 10.0%

dichloro(dimesityl)silane (5599-27-9) + 2,4,6-tri-t-butylphenylphosphonous dichloride (79074-00-3) → Bis(2,4,6-tri-tert-butylphenyl)diphosphen (83466-54-0,93602-74-5,79073-99-7) + tetramesityldisilene (80785-72-4)

Guidance literature:

With naphthalen-1-yl-lithium; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1016/0022-328X(85)88066-9

Reference yield:

dichloro(dimesityl)silane (5599-27-9) → tetramesityldisilene (80785-72-4)

Guidance literature:

In benzene; Irradiation;

DOI:10.1246/cl.1986.1797

upstream raw materials:

dichloro(dimesityl)silane

2,2-dimesitylhexamethyltrisilane

2,2-Bis-(2,6-dimethyl-phenyl)-1,1,1,3,3,3-hexamethyl-trisilane

hexamesitylcyclotrisilane

Downstream raw materials:

C₃₇H₄₈OSi₂

C₃₈H₅₀OSi₂

N-(trimethylsilyl)-1,2-disila-1,1,2,2-tetramesitylaziridine

N-benzyl-1,2-disila-1,1,2,2-tetramesitylaziridine

Refernces

CYCLOADDITION OF STABLE DISILENE TO TERMINAL ACETYLENES

10.1246/cl.1986.883

The study investigates the cycloaddition reactions of two stable disilenes, tetramesityldisilene (1) and trans-1,2-di-t-butyl-1,2-dimesityldisilene (3), with various 1-alkynes such as phenylacetylene, ethoxyacetylene, carbomethoxyacetylene, and trimethylsilylacetylene. These reactions, conducted in benzene solution at 80°C, produce air-stable disilacyclobutenes (2a-d and 4a-b). The products are isolated as colorless crystalline solids after recrystallization from hexane. The study finds that the cycloaddition of disilene 3 to alkynes yields equal amounts of both stereoisomers, suggesting a stepwise mechanism. Unlike previously reported disilacyclobutanes, the products 2a-d and 4a-b do not react with atmospheric oxygen due to steric protection from bulky groups on silicon. The study also notes that only polar alkynes react with disilene 1, hinting at a possible ionic mechanism involving a dipolar intermediate. Further research is needed to elucidate the exact mechanism of alkyne cycloaddition to stable disilenes.

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