625-88-7

Basic information

• Product Name: 2,5-DIIODOTHIOPHENE
• Synonyms: 2,5-DIIODOTHIOPHENE;2,5-Diiodothiophene,99%;2,5-DIIODOTHIOPHENE,98%;2,5-Diiodothiophene 98%
• CAS NO: 625-88-7
• Molecular Formula: C₄H₂I₂S
• Molecular Weight: 335.93
• EINECS: 210-915-9
• Product Categories: Heterocycles series;Thiophene&Benzothiophene;Thiophens;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiophenes;ThiophenesBuilding Blocks
• Mol File: 625-88-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: 37-41 °C(lit.)
• Boiling Point: 139-140 °C(lit.)
• Flash Point: 205 °F
• Appearance: /solid
• Density: 2.6310 (estimate)
• Vapor Pressure: 0.00976mmHg at 25°C
• Refractive Index: 1.756
• Storage Temp.: 0-6°C
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 109915
• CAS DataBase Reference: 2,5-DIIODOTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIIODOTHIOPHENE(625-88-7)
• EPA Substance Registry System: 2,5-DIIODOTHIOPHENE(625-88-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 625-88-7(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

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.

General Description

The multilayer desorption behavior of 2,5-diidothiophene was studied.

InChI:InChI=1/C4H2I2S/c5-3-1-2-4(6)7-3/h1-2H

Upstream product

• 3437-95-4 2-Iodothiophene 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 857360-63-5 5-iodo-[2]thienylmercury ⁽¹⁺⁾; chloride 
• 188290-36-0 thiophene 
• 927-84-4 bis(trifluoromethyl)peroxide 
• 7664-41-7 ammonia 
• 1066-26-8 sodium acetylide 
• 7553-56-2 iodine 
• 146434-35-7 2,5-bis(trimethylsilyl)thiophene-S-oxide 
• 86134-26-1 2,5-bis-trimethylstannanyl-thiophene 
• 74-88-4 methyl iodide 
• 73178-21-9 5-Iodo-2-(phenyliodonium)thiophene iodide 

Downstream Products

• 86100-63-2 2,2':5',2'':5'',2''':5''',2'''':5'''',2''''':5''''',2''''''-septithiophene 
• 527-72-0 2-thiophenylcarboxylic acid 
• 19259-10-0 2,3,5-triiodothiophene 
• 19259-11-1 2,3,4,5-tetraiodo-thiophene 
• 352556-32-2 S-[2-{N-3'-(5-iodo-2-thienyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate 
• 942590-42-3 methyl 5'-iodo-4-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-2,2'-bithiophene-5-carboxylate 
• 207971-18-4 (Zn((NC₄H₂CC₆H₃(C(CH₃)3)2)2(NC₄H₂C₃)(NC₄H₂C₃Si(C₆H₁₃)3)))2C₄H₂S 
• 1092387-01-3 2,5-bis[(E)-4-bromostyryl]thiophene 
• 71702-72-2 2,5-bis[(E)-4-chlorostyryl]thiophene 
• 316127-66-9 8,8'-(thiophene-2,5-diyldiethyne-2,1-diyl)bis[3,3-diphenyl-3H-naphtho[2,1-b]pyran] 
• 306983-33-5 [2-(5-iodothienyl)thio]-p-toluenesulfonanilide 
• 56316-86-0 2,5-bis(biphenyl-4-yl)thiophene 
• 260803-79-0 2,5-bis[3-(2-aminophenylthio)prop-1-ynyl]thiophene 
• 1665-32-3 5,5-diphenyl-2,2':5',2-terthiophene 

Relevant articles and documents

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Clean and Efficient Iodination of Thiophene Derivatives

Iodination of thiophene derivatives is realized using a simple, fast, and efficient methodology. Iodination of thiophene and 2- or 3-substituted or 3,4-disubstituted thiophenes with N-iodosuccinimide (NIS) activated with 4-toluenesulfonic acid in ethanol gives pure iodinated products that require no further purification.

New approach to electrochemical iodination of arenes exemplified by the synthesis of 4-iodopyrazoles of different structures

The two-stage electrosynthesis of 4-iodosubstituted pyrazole derivatives was performed. At the first stage, KIO3 was obtained at the Ni anode under the undivided galvanostatic conditions of electrolysis of an aqueous alkaline solution of KI (or I2) at the Ni anode. At the second stage, pyrazole and its derivatives were iodinated in the heterophase (H2O-CHCl3 (CCl4)) medium by the KIO3-KI (or KIO3-I2) system in the presence of H2SO4. The yields of iodopyrazoles were 74-92%. The electrochemical iodination of anisole, 2-methylpyrazole, and thiophene was carried out to form 4-iodoanisole (88% yield), 4,5-diiodo-2-methylimidazole (54% yield), and a mixture of 2-iodothiophene (60% yield) and 2,5-diiodothiophene (4% yield).