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Sigma-Aldrich

2-Acetyl-5-bromothiophene

99%

Synonym(s):

5-Bromo-2-thienyl methyl ketone

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About This Item

Empirical Formula (Hill Notation):
C6H5BrOS
CAS Number:
Molecular Weight:
205.07
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

bp

103 °C/4 mmHg (lit.)

mp

94-96 °C (lit.)

SMILES string

CC(=O)c1ccc(Br)s1

InChI

1S/C6H5BrOS/c1-4(8)5-2-3-6(7)9-5/h2-3H,1H3

InChI key

IGBZCOWXSCWSHO-UHFFFAOYSA-N

Application

2-Acetyl-5-bromothiophene was used as a starting reagent in the synthesis of bithiophene bis-imidazo[1,2-a]pyridine derivatives. It was also used in the preparation of phosphorus-containing fused bicyclic 5,6-membered compounds.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Mohamed A Ismail et al.
Synthetic communications, 41(3), 319-330 (2011-05-07)
Symmetrical and unsymmetrical bithiophene-substituted heterocycles bearing carbonitriles including imidazo[1,2-a]pyridine, benzimidazole, and pyridine derivatives have been synthesized via different synthetic protocols. The bithiophene bis-imidazo[1,2-a]pyridine derivatives 3a,b were achieved in three steps starting from 2-acetyl-5-bromothiophene. Suzuki coupling reaction of 2a with 5-formylthiophen-2-ylboronic
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Luminescence : the journal of biological and chemical luminescence, 34(1), 113-124 (2019-01-04)
Novel palladium(II) complexes (7a-7e) of substituted quinoline derivatives were synthesized. The complexes were characterized using various techniques such as thermogravimetric analysis (TGA), elemental analysis, conductance measurement, mass, absorption, infra-red (IR), 1 H NMR, 13 C NMR and energy-dispersive X-ray spectroscopy
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Journal of fluorescence, 31(2), 465-474 (2021-01-09)
Herein, a simple, efficient ratiometric chemosensor was reported for the selective sensing of Pb2+ and F- ions using thiophene functionalized hydrazone as a chemical probe. Hydrazone moiety was developed by utilizing thiophene/naphthalene as a platform for the particular recognition of
Wafaa M Abdou et al.
European journal of medicinal chemistry, 45(11), 5217-5224 (2010-09-08)
The reaction of Horner-Emmons reactant carbanions with 2-acetyl-5-methyl furan 1 and 2-acetyl-5-bromothiophene 9 resulted in phosphorus-containing fused bicyclic 5,5-membered and 5,6-membered systems 5a-c and 12a-c, respectively, as major reaction products along with minor (∼20%) amounts of phosphorylated heterocycles 3a-c and

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