5,5'-Diiodo-2,2'-bithiophene

Base Information

• Chemical Name: 5,5'-Diiodo-2,2'-bithiophene
• CAS No.: 3339-80-8
• Molecular Formula: C8H4I2S2
• Molecular Weight: 418.061
• Hs Code.: 2934999090
• Mol file: 3339-80-8.mol

Synonyms:5,5 inverted exclamation marka-Diiodo-2,2 inverted exclamation marka-bithiophene;2,2'-bithiophene,5,5'-diiodo;5,5'-Dijod-[2,2']bithienyl;InChI=1/C8H4I2S2/c9-7-3-1-5(11-7)6-2-4-8(10)12-6/h1-4;5,5'-diiodo-2,2'-bithiophene;5',5'-DIIODO-2,2'-BITHIOPHENE;5,5'-diiodo-[2,2']bithiophenyl;

Chemical Property of 5,5'-Diiodo-2,2'-bithiophene

Chemical Property:

• Melting Point: 165-170°C
• Boiling Point: 395.4±42.0 °C(Predicted)
• PSA: 56.48000
• Density: 2.350±0.06 g/cm3(Predicted)
• LogP: 4.68580

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,5′-Diiodo-2,2′-bithiophene >97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

Technology Process of 5,5'-Diiodo-2,2'-bithiophene

There total 5 articles about 5,5'-Diiodo-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: 94.0%

2,2'-Bithiophene (492-97-7) → 5,5'-diiodo-2,2-bithiophene (3339-80-8)

Guidance literature:

With N-iodo-succinimide; toluene-4-sulfonic acid; In ethanol; at 50 ℃; for 0.166667h; regioselective reaction; Green chemistry;

DOI:10.1055/s-0035-1560480

Reference yield: 85.0%

2,5-diiodothiophene (625-88-7) → 5,5'-diiodo-2,2-bithiophene (3339-80-8)

Guidance literature:

2,5-diiodothiophene; With diethylzinc; phosphazene base-P₄-tert-butyl; In hexane; N,N-dimethyl acetamide; at 20 ℃; for 24h; Inert atmosphere;

With chloranil; In hexane; N,N-dimethyl acetamide; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1039/c0nj00202j

Reference yield: 63.0%

→ 5-iodo-2,2'-bithiophene (3339-79-5) + 5,5'-diiodo-2,2-bithiophene (3339-80-8)

Guidance literature:

upstream raw materials:

2,2'-Bithiophene

2,5-diiodothiophene

Downstream raw materials:

5,5'-bis(phenylethynyl)-2,2'-dithiophene

S,S'',S'',S'''-{5,5'-[2,2'-bithiophene-5,5'-diylbis(ethyne-2,1-diyl)]-bis(benzene-5,3,1-triyl)}tetrakis(methylene)tetraethanethioate

1-[2-(2-butoxyethoxy)ethoxy]-4-[(5'-iodo-2,2'-bithien-5-yl)ethynyl]benzene

5,5′-diphenyl-2,2′-bithiophene

Refernces

• 1、 Hussain, Anwar,Sarkar, Akash Mamon,Sereda, Grigoriy,Zefirov, Nikolai. "Solvent-Free and Liquid-Phase Iodination of Thiophene Derivatives with Potassium Dichloroiodate Monohydrate". . p. 1140 - 1146. Retrieved 2020/04/01.
• 2、 Grolleau, Jérémie,Frère, Pierre,Gohier, Frédéric. "Clean and Efficient Iodination of Thiophene Derivatives". . p. 3901 - 3906. Retrieved 2015/12/18.