2-Iodothiophene

Base Information

• Chemical Name: 2-Iodothiophene
• CAS No.: 3437-95-4
• Molecular Formula: C4H3IS
• Molecular Weight: 210.038
• Hs Code.: 29349990
• European Community (EC) Number: 222-342-1
• NSC Number: 1082
• UNII: Z4KJ38KVA6
• DSSTox Substance ID: DTXSID0063026
• Nikkaji Number: J149.961K
• Wikidata: Q72484683
• Mol file: 3437-95-4.mol

Synonyms:Thiophene, 2-iodo-;.alpha.-Iodothiophene;2-Thienyl iodide;2-Iodothyophene;

Chemical Property of 2-Iodothiophene

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 1.14mmHg at 25°C
• Melting Point: -40 °C(lit.)
• Refractive Index: n20/D 1.651(lit.)
• Boiling Point: 181.8 °C at 760 mmHg
• Flash Point: 71.1 °C
• PSA: 28.24000
• Density: 2.079 g/cm³
• LogP: 2.35270
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 209.90002
• Heavy Atom Count: 6
• Complexity: 46.8

Purity/Quality:

99% ^*data from raw suppliers

2-Iodothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-43-20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36/37-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC(=C1)I
• Uses: 2-Iodothiophene was used in the synthesis of (E)-and (Z)-2,3-difluoro-3-aryl substituted acrylic esters. It was also used as monomer in the preparation of thin conductive films via plasma polymerization of 2-iodothiophene.

Technology Process of 2-Iodothiophene

There total 31 articles about 2-Iodothiophene 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: 93.0%

thiophene boronic acid (6165-68-0) → 2-Iodothiophene (3437-95-4,149762-92-5)

Guidance literature:

With potassium fluoride; iodine; In 1,4-dioxane; at 80 ℃; for 1h;

DOI:10.1016/j.tetlet.2015.01.040

Reference yield: 92.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → 2-Iodothiophene (3437-95-4,149762-92-5)

Guidance literature:

With N-iodosaccharine; at 20 ℃; Ionic liquid; Darkness;

DOI:10.1016/j.tetlet.2011.03.010

Reference yield: 86.0%

[(tmeda)Na(μ-C4H3S)3Mg(tmeda)] → 2-Iodothiophene (3437-95-4,149762-92-5)

Guidance literature:

With iodine; In tetrahydrofuran; hexane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.201001139

upstream raw materials:

thiophene

cyanogen iodide

diethyl ether

phenyl-[2]thienyl-iodonium ; iodide

Downstream raw materials:

(E)-2-(2-phenylethenyl)thiophene

2-(phenylethynyl)thiophene

2-(2-thienyl)indole

2-[(thiophen-2-yl)ethynyl]phenylamine

Refernces

• 1、 Meyer, Gilbert,Rollin, Yolande,Perichon, Jacques. "ELECTROCATALYSE PAR DES COMPLEXES DU NICKEL DE LA SYNTHESE D'IODURES AROMATIQUES OU VINYLIQUES A PARTIR DE DERIVES BROMES CORRESPONDANTS". . p. 3497 - 3500. Retrieved 1986.
• 2、 Iioka, Ryoya,Yorozu, Kohei,Sakai, Yoko,Kawai, Rika,Hatae, Noriyuki,Takashima, Katsuki,Tanabe, Genzoh,Wasada, Hiroaki,Yoshimatsu, Mitsuhiro. "Synthesis of Azepino[1,2-a]indole-10-amines via [6+1] Annulation of Ynenitriles with Reformatsky Reagent". supporting information. p. 1553 - 1558. Retrieved 2021/02/26.
• 3、 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.