2-Bromothiophene

Chemical properties

colorless to light yellow liquid. Soluble in ether and acetone, insoluble in water.

The Uses of 2-Bromothiophene

2-Bromothiophene has been used in electrochemical reduction of a number of mono- and dihalothiophenes at carbon cathodes in dimethylformamide containing tetramethylammonium per chlorate by cyclic voltammetry and controlled-potential electrolysis.

What are the applications of Application

2-Bromothiophene is a sulfur compound which undergoes metalation-alkylation reaction with various electrophiles to form various 5-alkylated 2-bromo products

Preparation

2-Bromothiophene is synthesized by bromination of thiophene, which is achieved through the following steps: dissolve thiophene in acetic acid, and add bromine in glacial acetic acid solution below 10°C. Water was added to the reaction mixture to precipitate an oily liquid. Extract with ether. Add potassium carbonate to the extract to remove acetic acid, dry it, distill off the ether, and then conduct vacuum distillation to collect fractions at 42-46°C (1.73kPa) to obtain 2-bromothiophene with a yield of 55%.

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 5474, 1957 DOI: 10.1021/ja01577a039
Synthesis, p. 890, 1988 DOI: 10.1055/s-1988-27740

General Description

2-Bromothiophene undergoes metalation-alkylation reaction with various electrophiles to form various 5-alkylated 2-bromo products. It undergoes coupling with 4-bromo allyl phenyl ether to form allyl phenyl thiophene ether, which is a novel potential dielectric material for organic thin film transistors.