2,7-Dibromo-9,9'-dihexyl-9H-9-dibenzosilole

Base Information

• Chemical Name: 2,7-Dibromo-9,9'-dihexyl-9H-9-dibenzosilole
• CAS No.: 852138-90-0
• Molecular Formula: C24H32Br2Si
• Molecular Weight: 508.412
• Hs Code.: 2934999090
• Mol file: 852138-90-0.mol

Synonyms:2,7-Dibromo-9,9'-dihexyl-9H-9-dibenzosilole;3,7-DibroMo-5,5-dihexyl-5H-dibenzo[b,d]silole

Chemical Property of 2,7-Dibromo-9,9'-dihexyl-9H-9-dibenzosilole

Chemical Property:

• Vapor Pressure: 0.0±1.3 mmHg at 25°C
• Boiling Point: 520.8±50.0 °C at 760 mmHg
• Flash Point: 416.8±25.1 °C
• PSA: 0.00000
• Density: 1.31
• LogP: 7.91560
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

3,7-Dibromo-5,5-dihexyl-5H-dibenzo[b,d]silole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,7-Dibromo-9,9'-dihexyl-9H-9-dibenzosilole

There total 4 articles about 2,7-Dibromo-9,9'-dihexyl-9H-9-dibenzosilole 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: 55.0%

4,4’-dibromo-2,2’-diiodo-1,1’-biphenyl (852138-89-7) + dichlorodi-n-hexylsilane (18204-93-8) → 3,7-dibromo-5,5-dihexyl-5H-dibenzo-[b,d]-silole (852138-90-0)

Guidance literature:

4,4’-dibromo-2,2’-diiodo-1,1’-biphenyl; With tert.-butyl lithium; In tetrahydrofuran; at -78 - 20 ℃; for 12h;

dichlorodi-n-hexylsilane; In tetrahydrofuran;

DOI:10.1039/c6ta01776b

Reference yield:

4,4'-dibromo-2,2'-dinitrobiphenyl (91371-12-9) → 3,7-dibromo-5,5-dihexyl-5H-dibenzo-[b,d]-silole (852138-90-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 72 percent / aq. HCl; Sn / ethanol / 2 h / 100 °C

2.1: nitrosylsulfuric acid; sulfuric acid / 3 h

2.2: 30 percent / aq. KI / 20 °C

3.1: t-butyllithium / tetrahydrofuran; pentane / 3 h / -90 °C

3.2: 52 percent / tetrahydrofuran; pentane / -90 - 20 °C

With hydrogenchloride; tin; nitrosylsulfuric acid; sulfuric acid; tert.-butyl lithium; In tetrahydrofuran; ethanol; pentane;

DOI:10.1021/ja0508065

Reference yield:

4,4′-dibromo-[1,1′-biphenyl]-2,2′-diamine (136630-36-9) → 3,7-dibromo-5,5-dihexyl-5H-dibenzo-[b,d]-silole (852138-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nitrosylsulfuric acid; sulfuric acid / 3 h

1.2: 30 percent / aq. KI / 20 °C

2.1: t-butyllithium / tetrahydrofuran; pentane / 3 h / -90 °C

2.2: 52 percent / tetrahydrofuran; pentane / -90 - 20 °C

With nitrosylsulfuric acid; sulfuric acid; tert.-butyl lithium; In tetrahydrofuran; pentane;

DOI:10.1021/ja0508065

upstream raw materials:

4,4’-dibromo-2,2’-diiodo-1,1’-biphenyl

dichlorodi-n-hexylsilane

4,4'-dibromo-2,2'-dinitrobiphenyl

4,4′-dibromo-[1,1′-biphenyl]-2,2′-diamine

Downstream raw materials:

(2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan)-9,9-dihexyl)silafluorene

Refernces

• 1、 Krishna, Anurag,Sabba, Dharani,Yin, Jun,Bruno, Annalisa,Antila, Liisa J.,Soci, Cesare,Mhaisalkar, Subodh,Grimsdale, Andrew C.. "Facile synthesis of a hole transporting material with a silafluorene core for efficient mesoscopic CH3NH3PbI3 perovskite solar cells". supporting information. p. 8750 - 8754. Retrieved 2016/06/14.
• 2、 -. "QUINOID SILAFLUORENE ORGANIC SEMICONDUCTOR MATERIAL, PREPARATION METHOD AND USE THEREOF". Paragraph 0060; 0061. . Retrieved 2013/04/23.