3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene

Base Information

• Chemical Name: 3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene
• CAS No.: 207742-50-5
• Molecular Formula: C14H20Br2S2Si2
• Molecular Weight: 468.424
• Hs Code.: 2934999090
• European Community (EC) Number: 694-709-8
• DSSTox Substance ID: DTXSID70578943
• Nikkaji Number: J1.678.528H
• Wikidata: Q72463976
• Mol file: 207742-50-5.mol

Synonyms:207742-50-5;3,3'-DIBROMO-5,5'-BIS(TRIMETHYLSILYL)-2,2'-BITHIOPHENE;(3,3'-Dibromo-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylsilane);3,3-Dibromo-5,5-bis(trimethylsilyl)-2,2-bithiophene;[4-bromo-5-(3-bromo-5-trimethylsilylthiophen-2-yl)thiophen-2-yl]-trimethylsilane;3,3'-Dibromo-5,5'-bis-trimethylsilyl-2,2'-bithiophene;2,2'-Bithiophene, 3,3'-dibromo-5,5'-bis(trimethylsilyl)-;C14H20Br2S2Si2;3,3'-DIBROMO-2,2'-BITHIOPHENE-5,5'-DIYL)BIS(TRIMETHYLSILANE;Silane, (3,3'-dibromo[2,2'-bithiophene]-5,5'-diyl)bis[trimethyl-;SCHEMBL771887;3,3'-Dibromo-5,5'-bis-trimethylsilanyl-2,2'-bithiophene;DTXSID70578943;3,3'-Dibromo-2,2'-bithiophene-5,5'-diyl)bis(trimethylsilane);AMY19159;MFCD16621088;AKOS016846062;AC-33757;AS-17946;CS-0158142;D3941;3,3'-dibromo-5,5'-bis(trimethylsilyl)bithiophene;A904395;3,3''-Dibromo-5,5''-bis(trimethylsilyl)-2,2''-bithiophene;(3,3'-Dibromo[2,2'-bithiophene]-5,5'-diyl)bis(trimethylsilane);3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene, 96%

Chemical Property of 3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene

Chemical Property:

• Melting Point: 87.0 to 91.0 °C
• Boiling Point: 400.8±45.0 °C(Predicted)
• PSA: 56.48000
• Density: 1.44
• LogP: 6.09200
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 467.88912
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

97% ^*data from raw suppliers

3,3''-Dibromo-5,5''-bis(trimethylsilyl)-2,2''-bithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC(=C(S1)C2=C(C=C(S2)[Si](C)(C)C)Br)Br
• Uses: 3,3''-Dibromo-5,5''-bis(trimethylsilyl)-2,2''-bithiophene

Technology Process of 3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene

There total 12 articles about 3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene 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: 92.0%

chloro-trimethyl-silane (75-77-4) + 3,3'dibromo-2,2'-bithiophene (51751-44-1) → 3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene (207742-50-5)

Guidance literature:

3,3'dibromo-2,2'-bithiophene; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; at -78 - -20 ℃; for 0.25h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; n-heptane; at -78 - 0 ℃; for 1h;

Reference yield: 90.0%

3,3'dibromo-2,2'-bithiophene (51751-44-1) + trimethyltin(IV)chloride (1066-45-1) → 3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene (207742-50-5)

Guidance literature:

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

Reference yield: 84.5%

2-bromo-5-trimethylsilylthiophene (18246-28-1) → 3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene (207742-50-5)

Guidance literature:

2-bromo-5-trimethylsilylthiophene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With copper dichloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol1006423

upstream raw materials:

trimethylsilyl bromide

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

chloro-trimethyl-silane

2-bromo-5-trimethylsilylthiophene

Downstream raw materials:

2,6-bis(trimethylsilyl)-4-(3,4,5-tris(dodecyloxy)phenyl)-4H-dithieno[3,2-b:2’,3’-d]pyrrole

2,6-dibromo-4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one

4,4’-bis(octyl)-5,5’-dibromo-dithieno[3,2-b:2',3'-d]silole

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