5,5'-spirobi[dibenzo[b,d]silole]

Base Information

• Chemical Name: 5,5'-spirobi[dibenzo[b,d]silole]
• CAS No.: 159-68-2
• Molecular Formula: C24H16 Si
• Molecular Weight: 332.477
• Mol file: 159-68-2.mol

Synonyms:5,5'-Spirobi[dibenzosilole](6CI); Bis(2,2'-biphenylene)silane; NSC 143517

Chemical Property of 5,5'-spirobi[dibenzo[b,d]silole]

Chemical Property:

• Melting Point: 230.0 to 234.0 °C
• Boiling Point: 491.3°Cat760mmHg
• Flash Point: 237.9°C
• PSA: 0.00000
• Density: 1.25g/cm³
• LogP: 3.02480
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

9,9'-Spirobi[9H-9-silafluorene] >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,5'-spirobi[dibenzo[b,d]silole]

There total 10 articles about 5,5'-spirobi[dibenzo[b,d]silole] 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: 96.0%

di[2-(1,1'-biphenyl)]silane (1426051-47-9) → 5,5'-spirobis[dibenzo[b,d]silole] (159-68-2)

Guidance literature:

With tris(triphenylphosphine)rhodium(l) chloride; In 1,4-dioxane; at 135 ℃; for 3h; Reagent/catalyst; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201207723

Reference yield: 82.0%

2,2'-dibromobiphenyl (13029-09-9) → 5,5'-spirobis[dibenzo[b,d]silole] (159-68-2)

Guidance literature:

2,2'-dibromobiphenyl; With n-butyllithium; In diethyl ether; hexane; at -78 - 20 ℃; Inert atmosphere;

With tetrachlorosilane; In diethyl ether; hexane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol3033048

Reference yield: 70.6%

2,2'-dibromobiphenyl (13029-09-9) → 9,9-dichloro-9-silafluorene (18030-58-5) + 5,5'-spirobis[dibenzo[b,d]silole] (159-68-2)

Guidance literature:

2,2'-dibromobiphenyl; With n-butyllithium; In diethyl ether; hexane; at -78 - 20 ℃;

With tetrachlorosilane; In diethyl ether; hexane; at -95 ℃; for 4h;

DOI:10.1021/ja011821m

upstream raw materials:

9-chloro-9-methyl-9-silafluorene

biphenyl-2,2'-diyl-bis-lithium

Methyltrichlorosilane

2,2'-dibromobiphenyl

Downstream raw materials:

biphenyl

5-biphenyl-2-yl-5-phenyl-5H-dibenzosilole

Refernces

• 1、 Lenormand, Hugo,Goddard, Jean-Philippe,Fensterbank, Louis. "Spirosilane derivatives as fluoride sensors". . p. 748 - 751. Retrieved 2013.
• 2、 -. "Method for preparing 9-sila-fluoren derivative". Paragraph 0082-0085. . Retrieved 2019/10/29.