2-Bromothiophene

2-Bromothiophene Basic information
General description Application Product Introduction
Product Name:2-Bromothiophene
Synonyms:TIMTEC-BB SBB003931;2 - broMine thiophene;2-bromothiophene:2-thienyl bromide;INDIP-020;Clopidogrel Impurity 74;2-BROMOTHIOPHENE, 98%2-BROMOTHIOPHENE, 98%2-BROMOTHIOPHENE, 98%2-BROMOTHIOPHENE, 98%;2-THIENYL BROMIDE;2-BROMOTHIOPHENE
CAS:1003-09-4
MF:C4H3BrS
MW:163.04
EINECS:213-699-4
Product Categories:Heterocycle-oher series;Thiophene&Benzothiophene;Halides;Thiophenes & Benzothiophenes;Thiophenes & Benzothiophenes;Heterocycles;Thiophenes;Sulfur & Selenium Compounds;bc0001
Mol File:1003-09-4.mol
2-Bromothiophene Structure
2-Bromothiophene Chemical Properties
Melting point -10 °C
Boiling point 149-151 °C (lit.)
density 1.684 g/mL at 25 °C (lit.)
refractive index n20/D 1.586(lit.)
Fp 140 °F
storage temp. 2-8°C
form Liquid
color Clear colorless to slightly brownish
Specific Gravity1.684
Water Solubility IMMISCIBLE
Sensitive Light Sensitive
BRN 104663
InChIKeyTUCRZHGAIRVWTI-UHFFFAOYSA-N
CAS DataBase Reference1003-09-4(CAS DataBase Reference)
NIST Chemistry ReferenceThiophene, 2-bromo-(1003-09-4)
EPA Substance Registry SystemThiophene, 2-bromo- (1003-09-4)
Safety Information
Hazard Codes T,N,Xn
Risk Statements 10-25-41-51/53-36/37/38-23/24-22-20/21/22
Safety Statements 26-36/37/39-45-61-16-36
RIDADR UN 2929 6.1/PG 2
WGK Germany 3
8
Hazard Note Irritant
TSCA T
HazardClass 6.1
PackingGroup II
HS Code 29349990
MSDS Information
ProviderLanguage
2-Bromothiophene English
ACROS English
SigmaAldrich English
ALFA English
2-Bromothiophene Usage And Synthesis
General description2-Bromothiophene undergoes metallation-alkylation reaction with various electrophiles to generate various 5-alkylated 2-bromo products. It is coupled with 4-bromoallyl phenyl ether to produce allyl thiophene ether, which is a new type of organic thin film transistor dielectric material.
2-Bromothiophene
Application

In dimethylformamide containing tetramethylammonium perchlorate, 2-bromothiophene is electrochemically reduced many mono- and dihalothiophenes on a carbon cathode by cyclic voltammetry and controlled potential electrolysis.

Product Introduction

The 2-Bromothiophene(casno:1003-09-4) is an organic compound with the formula C4H3BrS. The IUPAC name of this chemical is 2-bromothiophene. With the CAS registry number 1003-09-4, it is also named as Bromothiophene. The product's categories are Thiophenes; Halides; Thiophenes & Benzothiophenes; Thiophene & Benzothiophene; Thiophenes & Benzothiophenes. Besides, 2-Bromothiophene(casno:1003-09-4) is a colorless to light yellow transparent liquid, which should be stored in a closed dark and cool place. 2-Bromothiophene(casno:1003-09-4) can be used for organic synthesis and pharmaceutical intermediates.

Chemical Propertiescolorless to light yellow liquid. Soluble in ether and acetone, insoluble in water.
Uses2-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.
Preparation2-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 Description2-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.
Thienyl 1-(5-Bromothiophene-2-yl)ethanone,5-Acetyl-2-bromothiophene 4,5-DIBROMOTHIOPHENE-2-CARBOXYLIC ACID 2,5-Dibromothiophene Rocuronium bromide 2-Bromo-3-chlorothiophene 2-Bromothiophene Vecuronium bromide Tetrabromothiophene Thiophene Ethidium bromide Thifensulfuron methyl 5-Bromothiophene-2-carbaldehyde Allyl bromide Methyl bromide Tetrahydrothiophene 2-BROMO-5-CHLOROTHIOPHENE Cephalothin sodium

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