2,6-DibroMo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene

Base Information

• Chemical Name: 2,6-DibroMo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene
• CAS No.: 1160106-14-8
• Molecular Formula: C24H36Br2S2Si
• Molecular Weight: 576.56614
• Hs Code.: 2934999090
• Mol file: 1160106-14-8.mol

Synonyms:2,6-DibroMo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene;5,5'-Dibromo-3,3'-dioctylsilylene-2,2'-bithiophene;4H-Silolo[3,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,4-dioctyl-;(1Z,1'Z)-(5,5'-dibromo-[2,2'-bithiophene]-3,3'(2H,2'H)-diylidene)bis(octylsilane);2,6-dibromo-4,4-di-n-octyl-silolo[3,2-b:4,5-d]dithiophene;2,6-Dibromo-4,4-di-n-octyldithieno[3,2-b:2',3'-d]silole;2,6-Dibromo-4,4-di-n-octyldithieno[3,2-b:2',3'-d]silole

Chemical Property of 2,6-DibroMo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene

Chemical Property:

• Boiling Point: 558.9±50.0 °C(Predicted)
• PSA: 56.48000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 9.59900
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2,6-Dibromo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b'']dithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,6-Dibromo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b'']dithiophene is used as a reactant in the synthesis of green/yellow-emitting conjugated heterocyclic fluorophores.

Technology Process of 2,6-DibroMo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene

There total 8 articles about 2,6-DibroMo-4,4-dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene 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: 95.0%

4,4′-bis-(n-octyl)-dithieno[3,2-b:2′,3′-d]silol (1160106-12-6) → 4,4’-bis(octyl)-5,5’-dibromo-dithieno[3,2-b:2',3'-d]silole (1160106-14-8)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201800242

Reference yield: 88.0%

4,4-dioctyl-2,6-bis(trimethylsilyl)-4H-dithieno[3,2-b:2',3'-d]silole (1203451-18-6) → 4,4’-bis(octyl)-5,5’-dibromo-dithieno[3,2-b:2',3'-d]silole (1160106-14-8)

Guidance literature:

With N-Bromosuccinimide; acetic acid; In chloroform; for 12h;

Reference yield:

3,3'dibromo-2,2'-bithiophene (51751-44-1) → 4,4’-bis(octyl)-5,5’-dibromo-dithieno[3,2-b:2',3'-d]silole (1160106-14-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / chloroform; acetic acid / 5 h / Reflux

2.1: n-butyllithium / diethyl ether; hexane / -78 - 0 °C

2.2: 17 h / 20 °C / Reflux

3.1: n-butyllithium / diethyl ether; hexane / 2 h / -78 °C

3.2: -78 °C / Reflux

4.1: N-Bromosuccinimide / chloroform; acetic acid / 16 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; In diethyl ether; hexane; chloroform; acetic acid;

DOI:10.1021/ma902206u

upstream raw materials:

4,4′-bis-(n-octyl)-dithieno[3,2-b:2′,3′-d]silol

4,4-dioctyl-2,6-bis(trimethylsilyl)-4H-dithieno[3,2-b:2',3'-d]silole

3,3'dibromo-2,2'-bithiophene

3,3',5,5'-tetrabromo-2,2'-bithiophene

Downstream raw materials:

4,4-di-n-octyl-2,6-bis(trimethylstannyl)dithieno[3,2-b:2',3'-d]silole