Skip to Content
Merck
All Photos(1)

Documents

124168

Sigma-Aldrich

2-Bromothiophene

98%

Synonym(s):

2-Thienyl bromide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H3BrS
CAS Number:
1003-09-4
Molecular Weight:
163.04
Beilstein:
104663
EC Number:
213-699-4
MDL number:
MFCD00005417
UNSPSC Code:
12352100
PubChem Substance ID:
24847601
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.586 (lit.)

bp

149-151 °C (lit.)

density

1.684 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Brc1cccs1

InChI

1S/C4H3BrS/c5-4-2-1-3-6-4/h1-3H

InChI key

TUCRZHGAIRVWTI-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

Application

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

Signal Word

Danger

Hazard Statements

H226,H300,H318

Hazard Classifications

Acute Tox. 2 Oral - Eye Dam. 1 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synlett, 974-974 (2007)
R A Ingle et al.
The Journal of chemical physics, 147(1), 013914-013914 (2017-07-10)
The ultraviolet photochemistry of 2-bromothiophene (C
First example of base-promoted tandem alkylation-bromination of 2-bromothiophene via halogen dance process: a remarkable temperature effect.
Peyron C, et al.
Tetrahedron Letters, 46(19), 3315-3318 (2005)
Novel self assembled monolayers of allyl phenyl thiophene ether as potential dielectric material for organic thin film transistors.
Sathyapalan A, et al
Thin Solid Films, 516(16), 5645-5648 (2008)
Mohammad S. Mubarak et al.
The Journal of organic chemistry, 61(23), 8074-8078 (1996-11-15)
Cyclic voltammetry and controlled-potential electrolysis have been employed to probe the electrochemical reduction of a number of mono- and dihalothiophenes at carbon cathodes in dimethylformamide containing tetramethylammonium perchlorate. Reduction of 2-bromo-, 3-bromo-, 2-chloro-, 3-chloro-, and 2-iodothiophene gives rise to a
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service