30955-94-3

Basic information

• Product Name: 2-ACETYL-5-IODOTHIOPHENE
• Synonyms: 2-ACETYL-5-IODOTHIOPHENE;1-(5-IODOTHIOPHEN-2-YL)ETHANONE;BUTTPARK 121\08-12;5-Iodo-2-acetylthiophene;Nsc 80387
• CAS NO: 30955-94-3
• Molecular Formula: C₆H₅IOS
• Molecular Weight: 252.07
• EINECS: -0
• Product Categories: Halogenated Heterocycles;Heterocyclic Building Blocks;Thiophenes;ThiophenesBuilding Blocks
• Mol File: 30955-94-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 130-134 °C(lit.)
• Boiling Point: 306.2 °C at 760 mmHg
• Flash Point: 139 °C
• Appearance: /
• Density: 1.902 g/cm³
• Vapor Pressure: 0.000785mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: 2-8°C(protect from light)
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• CAS DataBase Reference: 2-ACETYL-5-IODOTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETYL-5-IODOTHIOPHENE(30955-94-3)
• EPA Substance Registry System: 2-ACETYL-5-IODOTHIOPHENE(30955-94-3)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-42/43
• Safety Statements: 22-26-36/37-45
• WGK Germany: 3
• Hazardous Substances Data: 30955-94-3(Hazardous Substances Data)

Usage

Uses

It is used to produce other chemicals. For example, it can react with 5-Ethyl-4-methyl-thiazole to get 2-Acetyl-5-(5-ethyl-4-methyl-2-thiazolyl)thiophene in the presence of solvent acetonitrile and other condition of heating for 4 hours.

InChI:InChI=1/C6H5IOS/c1-4(8)5-2-3-6(7)9-5/h2-3H,1H3

Upstream product

• 3437-95-4 2-Iodothiophene 
• 75-36-5 acetyl chloride 
• 625-88-7 2,5-diiodothiophene 
• 857360-63-5 5-iodo-[2]thienylmercury ⁽¹⁺⁾; chloride 
• 108-24-7 acetic anhydride 
• 88-15-3 2-Acetylthiophene 
• 6310-09-4 2-acetyl-5-chlorothiophene 

Downstream Products

• 60166-85-0 5-Iodo-thiophene-2-carboxylic acid 
• 948841-08-5 (E)-1-(5-iodothiophen-2-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one 
• 88-15-3 2-Acetylthiophene 
• 942070-32-8 1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)ethan-1-one 
• 18494-73-0 5,5'-di(1-oxoethyl)-2,2'-bithiophene 
• 1446028-97-2 1-(5-(phenylselanyl)thiophen-2-yl)ethan-1-one 
• 1353877-71-0 (2E)-1-(5-iodothiophen-2-yl)-3-(4-piperidin-1-ylphenyl)prop-2-en-1-one 
• 1313405-71-8 (2E)-3-(2-chloro-8-methylquinolin-3-yl)-1-(5-iodothien-2-yl)prop-2-en-1-one 

Relevant articles and documents

Cobalt-catalyzed preparation of arylindium reagents from aryl and heteroaryl bromides

A cobalt-bathophenanthroline catalyst has been developed for the direct preparation of a variety of arylindium reagents from the corresponding aryl and heteroaryl bromides in the presence of indium metal and lithium chloride. The thus-formed arylindium reagents undergo efficient palladium-catalyzed cross-coupling reactions with aryl iodides, tolerating various functional groups including hydroxy and free amino groups.

Bis-(trifluoroacetoxy)iodobenzene-iodine system: An efficient and selective reagent for iodination of thiophene derivatives

Bis-(trifluoroacetoxy)iodobenzene-iodine system is a good iodinating reagent of thiophene derivatives giving products with iodine atom in α-position on the thiophene ring.

Photochemical Synthesis of Phenyl-2-thienyl Derivatives

The irradiation (in benzene solution) of 5-bromo- and 5-iodo-thiophene-2-carbaldehyde or the corresponding methyl ketones furnishes the corresponding 5-phenyl derivatives.The same reactivity for other halogenothiophenes is reported: 3,5-dibromothiophene-2-carbaldehyde furnishes the 3-bromo-5-phenyl-2-thienyl derivative while the corresponding di-iodo compound yields 3,5-diphenylthiophene-2-carbaldehyde.In contrast, 5-acetyl-2,3-di-iodothiophene furnishes only the photosubstitution pruduct at C-5.Generally the iodine-containing compounds are more reactive and more stable under the reaction conditions than ones bearing bromine, in agreement with previous reports on the corresponding furan photochemistry.