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329738

Sigma-Aldrich

2-Acetyl-5-bromothiophene

99%

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Synonym(s):
5-Bromo-2-thienyl methyl ketone
Empirical Formula (Hill Notation):
C6H5BrOS
CAS Number:
5370-25-2
Molecular Weight:
205.07
EC Number:
226-363-7
MDL number:
MFCD00014528
UNSPSC Code:
12352100
PubChem Substance ID:
24859809
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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Willsingh Anbu Durai et al.
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
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
Khyati P Thakor et al.
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
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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