2,5-Diiodothiophene

Base Information

• Chemical Name: 2,5-Diiodothiophene
• CAS No.: 625-88-7
• Molecular Formula: C4H2 I2 S
• Molecular Weight: 335.935
• Hs Code.: 2934999090
• European Community (EC) Number: 210-915-9
• NSC Number: 80411
• DSSTox Substance ID: DTXSID00211553
• Nikkaji Number: J103.727G
• Wikidata: Q83086501
• Mol file: 625-88-7.mol

Synonyms:2,5-Diiodothiophene;625-88-7;Thiophene, 2,5-diiodo-;EINECS 210-915-9;NSC 80411;2,5-Diiodothiophene,98%;MFCD00014525;C4H2I2S;NSC80411;Thiophene,5-diiodo-;Maybridge1_002904;2,5-Diiodothiophene, 98%;BIDD:GT0169;DivK1c_001656;SCHEMBL357574;HMS549L22;DTXSID00211553;C4-H2-I2-S;CCG-46391;GEO-01111;NSC-80411;AKOS005254587;CDS1_000616;AS-57159;CD 08226;CS-0313462;D2611;FT-0610389;D90089;EN300-7582189;A833870;AI-942/42301759;SR-01000636091-1;W-200464

Chemical Property of 2,5-Diiodothiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00976mmHg at 25°C
• Melting Point: 37-41 °C(lit.)
• Boiling Point: 139-140 °C(lit.)
• Flash Point: 205 °F
• PSA: 28.24000
• Density: 2.729g/cm³
• LogP: 2.95730
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 335.79667
• Heavy Atom Count: 7
• Complexity: 58.7

Purity/Quality:

98% ^*data from raw suppliers

2,5-Diiodothiophene >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(SC(=C1)I)I
• Uses: 2,5-Diiodothiophene is used in the preparation of oligothiophene films and maskless fabrication of periodic patterns of a conjugated polymer. It finds application in the fabrication of oligothiophene and polythiophene micropatterns.

Technology Process of 2,5-Diiodothiophene

There total 19 articles about 2,5-Diiodothiophene 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: 96.0%

2,5-bis-trimethylstannanyl-thiophene (86134-26-1) → 2,5-diiodothiophene (625-88-7)

Guidance literature:

With iodine; In tetrahydrofuran;

Reference yield: 90.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → 2,5-diiodothiophene (625-88-7)

Guidance literature:

With dihydrogen peroxide; iodine; In water; at 50 ℃; for 24h; Green chemistry;

DOI:10.1016/j.tetlet.2012.07.102

Reference yield: 90.0%

5-Iodo-2-(phenyliodonium)thiophene iodide (73178-21-9) → 2,5-diiodothiophene (625-88-7)

Guidance literature:

Pyrolysis;

DOI:10.1021/jo01296a049

upstream raw materials:

thiophene

2-Iodothiophene

2,5-bis-trimethylstannanyl-thiophene

5-Iodo-2-(phenyliodonium)thiophene iodide

Downstream raw materials:

2,2':5',2'':5'',2''':5''',2'''':5'''',2''''':5''''',2''''''-septithiophene

5,5′-diphenyl-2,2′-bithiophene

5,5-diphenyl-2,2':5',2-terthiophene

2-thiophenylcarboxylic acid

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、 Ferreira, Irlon M.,Casagrande, Gleison A.,Pizzuti, Lucas,Raminelli, Cristiano. "Ultrasound-promoted rapid and efficient iodination of aromatic and heteroaromatic compounds in the presence of iodine and hydrogen peroxide in water". supporting information. p. 2094 - 2102. Retrieved 2014/07/07.