(5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane

Base Information

• Chemical Name: (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane
• CAS No.: 1429306-71-7
• Molecular Formula: C15H28SSn
• Molecular Weight: 359.163
• Mol file: 1429306-71-7.mol

Synonyms:(5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane

Chemical Property of (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane

Chemical Property:

• PSA: 28.24000
• LogP: 5.05220

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

[5-(2-Ethylhexyl)thiophen-2-yl]trimethylstannane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: [5-(2-Ethylhexyl)thiophen-2-yl]trimethylstannane is used as a reagent or source material for producing an isoindigo-based molecule for solution-processable organic solar cells.

Technology Process of (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane

There total 2 articles about (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane 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: 100.0%

2-(2-ethylhexyl)thiophen (4891-44-5) + trimethyltin(IV)chloride (1066-45-1) → (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane (1429306-71-7)

Guidance literature:

2-(2-ethylhexyl)thiophen; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

trimethyltin(IV)chloride; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.3762/bjoc.12.142

Reference yield:

3-bromomethylheptane (18908-66-2) → (5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane (1429306-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -40 - 20 °C

1.2: -40 - 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - 0 °C

2.2: -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1039/c5tc03222a

Reference yield: 85.0%

(5-(2-ethylhexyl)thiophen-2-yl)trimethylstannane (1429306-71-7) + 1,4-bis(2-thienyl)-2,5-dibromobenzene (1049822-69-6) → 5,5'-(2,5-di(thiophen-2-yl)-1,4-phenylene)bis(2-(2-ethylhexyl)thiophene)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 85 ℃; Inert atmosphere; Schlenk technique;

DOI:10.3762/bjoc.12.142

upstream raw materials:

2-(2-ethylhexyl)thiophen

trimethyltin(IV)chloride

3-bromomethylheptane

Refernces

• 1、 Bagde, Sushil S.,Park, Hanok,Tran, Van-Huong,Lee, Soo-Hyoung. "A new 2D-naphtho[1,2-b:5,6-b']dithiophene based donor small molecules for bulk-heterojunction organic solar cells". . p. 30 - 39. Retrieved 2019.
• 2、 Gu, Pei-Yang,Zhang, Jing,Long, Guankui,Wang, Zilong,Zhang, Qichun. "Solution-processable thiadiazoloquinoxaline-based donor-acceptor small molecules for thin-film transistors". supporting information. p. 3809 - 3814. Retrieved 2016/05/19.