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Sigma-Aldrich

2-Bromo-5-chlorothiophene

98%

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About This Item

Empirical Formula (Hill Notation):
C4H2BrClS
CAS Number:
Molecular Weight:
197.48
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.596 (lit.)

bp

69-70 °C/18 mmHg (lit.)

density

1.803 g/mL at 25 °C (lit.)

SMILES string

Clc1ccc(Br)s1

InChI

1S/C4H2BrClS/c5-3-1-2-4(6)7-3/h1-2H

InChI key

ZFAJPWYXLYGUJU-UHFFFAOYSA-N

General description

2-Bromo-5-chlorothiophene is a halogen-substituted thiophene and its photodissociation dynamics was studied by resonance enhanced multiphoton ionization time-of-flight technique. Electrochemical reduction of 2-bromo-5-chlorothiophene at carbon cathode in dimethylformamide containing tetramethylammonium perchlorate was reported.

Application

2-Bromo-5-chlorothiophene was used in the synthesis of monomer of 1,4-bis(5-chlorothiophene)-buta-1,3-diyne and 5-chloro-2-[(trimethylsilyl)-ethynyl]thiophene.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °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’.

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Synthesis and Properties of Conjugated Polycarbosilanes with 1, 4-Bis (thiophene or phenylene)-buta-1, 3-diyne.
Seo IK, et al.
Bull. Korean Chem. Soc., 20(6), 677-682 (1999)
Monali Kawade et al.
The journal of physical chemistry. A, 116(44), 10656-10667 (2012-10-20)
The photodissociation dynamics of halogen-substituted thiophenes, namely, 2-chlorothiophene and 2-bromo-5-chlorothiophene, has been studied in a supersonic molecular beam around 235 nm, using resonance enhanced multiphoton ionization (REMPI) time-of-flight (TOF) technique, by detecting the nascent state of the primary halogen atoms.
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

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