Stannane, tributyl(5'-hexyl[2,2'-bithiophen]-5-yl)-

Base Information

• Chemical Name: Stannane, tributyl(5'-hexyl[2,2'-bithiophen]-5-yl)-
• CAS No.: 211737-37-0
• Molecular Formula: C26H44S2Sn
• DSSTox Substance ID: DTXSID40444227
• Mol file: 211737-37-0.mol

Synonyms:211737-37-0;Stannane, tributyl(5'-hexyl[2,2'-bithiophen]-5-yl)-;Tributyl(5'-hexyl-[2,2'-bithiophen]-5-yl)stannane;SCHEMBL5571065;DTXSID40444227;Tributyl-[5-(5-hexylthiophen-2-yl)thiophen-2-yl]stannane;MYCOAFFQVYUDNR-UHFFFAOYSA-N;5'-hexyl-5-tributylstannylbithiophene;5-(tri-n-butylstannyl)-5'-hexyl-2,2'-bithiophene;tributyl({5'-hexyl-[2,2'-bithiophen]-5-yl})stannane

Chemical Property of Stannane, tributyl(5'-hexyl[2,2'-bithiophen]-5-yl)-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 540.190646
• Heavy Atom Count: 29
• Complexity: 392

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1=CC=C(S1)C2=CC=C(S2)[Sn](CCCC)(CCCC)CCCC

Technology Process of Stannane, tributyl(5'-hexyl[2,2'-bithiophen]-5-yl)-

There total 2 articles about Stannane, tributyl(5'-hexyl[2,2'-bithiophen]-5-yl)- 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: 52.0%

tributyltin chloride (1461-22-9) + 5-n-hexyl-2,2'-bithiophene (173448-31-2) → tributyl(5‘-hexyl-[2,2’-bithiophen]-5-yl)stannane (211737-37-0)

Guidance literature:

5-n-hexyl-2,2'-bithiophene; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 1.16667h; Inert atmosphere;

tributyltin chloride; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

Reference yield:

1-bromo-hexane (111-25-1) + 2,2'-Bithiophene (492-97-7) → tributyl(5‘-hexyl-[2,2’-bithiophen]-5-yl)stannane (211737-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1.17 h / -78 - 20 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 1.17 h / -78 - 20 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran;

Reference yield:

1,2,4,5-tetrabromobenzene (636-28-2) + tributyl(5‘-hexyl-[2,2’-bithiophen]-5-yl)stannane (211737-37-0) → C62H70S8 (1459737-99-5)

Guidance literature:

With triphenylphosphine; palladium dichloride; In N,N-dimethyl-formamide; at 140 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201300731

upstream raw materials:

tributyltin chloride

5-n-hexyl-2,2'-bithiophene

1-bromo-hexane

2,2'-Bithiophene

Downstream raw materials:

C₆₂H₇₀S₈

Refernces

• 1、 -. "Benzocarbazoles three thiophene compound and its preparation and use". Paragraph 0177-0179. . Retrieved 2016/11/07.
• 2、 Hu, Zhaokang,Reichmanis, Elsa. "Synthesis of electroactive polystyrene derivatives para-substituted with π-conjugated oligothiophene via postgrafting functionalization". scheme or table. p. 1155 - 1162. Retrieved 2012/02/04.